The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are Delta and United Airlines. With an average price for the route of $246 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $324 and an overall rating of 7.4.Cheap Flights from Dallas to Chicago (DFW-ORD) Prices were available within the past 7 days and start at $34 for one-way flights and $61 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Dallas to Chicago with no change fee on selected flights.American Airlines Flight 191 was a regularly scheduled domestic passenger flight from O'Hare International Airport in Chicago to Los Angeles International Airport.On the afternoon of May 25, 1979, the McDonnell Douglas DC-10 operating this flight was taking off from runway 32R at O'Hare International when its left engine detached from the wing, …Foxtrot, a Chicago-based grocery chain with 10 locations in D.C., Maryland and Virginia, abruptly closed all its stores Tuesday. By Emily Davies. April 23, 2024 at 1:42 …1 2016-2020 Freddie Awards.. 2 First and second checked bags. Weight and size limits apply. 3 Fare difference may apply.. 4 Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.. 5 Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our …Foxtrot, a Chicago-based grocery chain with 10 locations in D.C., Maryland and Virginia, abruptly closed all its stores Tuesday. By Emily Davies. April 23, 2024 at 1:42 …Cheap Flights from Washington (DCA) to Chicago (ORD) Prices were available within the past 7 days and start at £62 for one-way flights and £131 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.Return tickets to Chicago O'Hare start from £368 and one-way flights to Chicago O'Hare International start from £191. Here are a few tips on how to score the best price and make your journey as smooth as possible. Simply hit 'search'. We've compared plane tickets from all major online travel agents and airlines flying to Chicago O'Hare ...Book cheap flights from Washington DC to Chicago on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab WAS to CHI flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your ... The cheapest return flight ticket from Washington, D.C. to South Bend found by KAYAK users in the last 72 hours was for $287 on United Airlines, followed by American Airlines ($289). One-way flight deals have also been found from as low as $97 on American Airlines and from $98 on Delta. Washington to Chicago Flights. Flights from IAD to ORD are operated 23 times a week, with an average of 3 flights per day. Departure times vary between 06:30 - 22:23. The earliest flight departs at 06:30, the last flight departs at 22:23. However, this depends on the date you are flying so please check with the full flight schedule above to see ...Cheap Flights from Detroit to Chicago (DTW-ORD) Prices were available within the past 7 days and start at $46 for one-way flights and $91 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.Average prices by travel date. $270 $180 $90 Apr Apr. Over the next 30 days, a one-way train trip from Washington DC to Chicago will cost between $151 and $269. Book in advance to secure the best price in the next few weeks.Flights from Washington, D.C. to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Washington, D.C. to Chicago. Find the... How much is the cheapest flight to Chicago? Prices were available within the past 7 days and start at $31 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are Delta and United Airlines. With an average price for the route of $246 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $324 and an overall rating of 7.4.The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and United Airlines. With an average price for the route of $276 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $308 and an overall rating of 7.4.Return tickets to Chicago O'Hare start from £368 and one-way flights to Chicago O'Hare International start from £191. Here are a few tips on how to score the best price and make your journey as smooth as possible. Simply hit 'search'. We've compared plane tickets from all major online travel agents and airlines flying to Chicago O'Hare ...Apr 17, 2024 · Spirit Airlines is one of the most popular airlines used for those traveling from Washington, D.C. to Chicago. Flights on this route from Spirit Airlines typically cost $360.95 RT, a price that is 29% more expensive than the average Washington, D.C. to Chicago flight. The cheapest flight found was $276 RT. O'Hare Intl. flight + hotel packages - economy flights. $80 Search for cheap flights deals from IAD to ORD (Washington Dulles Intl. to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets. Sat, May 18 MDW – ATL with Frontier Airlines. Direct. from $45. Chicago.$45 per passenger.Departing Tue, Apr 30, returning Wed, May 1.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Atlanta Hartsfield-Jackson on Tue, Apr 30, arriving in Chicago Midway.Inbound direct flight with Frontier ...Round-trip. 1 adult. Economy. Round-trip One-way Multi-city. From? To? Mon 4/22. Mon 4/29. 1 adult. Economy. Find Your Flight. The best prices from Washington, …The best round-trip flight deal from Washington, D.C. to Chicago found on momondo in the last 72 hours is $47. The fastest flight from Washington, D.C. to Chicago takes 1h 37m. … Visit Chicago (O'Hare) with low fare flights to Chicago O'Hare International Airport. Book on Southwest Airlines® for the best deals with no change or cancel fee. The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and United Airlines. With an average price for the route of $276 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $308 and an overall rating of 7.4. Air Tran Airways, United Airlines and US Airways are some of the premier airlines that operate flights between Washington DC and Chicago. Take advantage of exclusive deals on flights to Chicago and save to splurge on a vacation. Generally the flight time taken to cover the 572 miles distance between Washington DC and Chicago is about two hours ...Return flights from Washington DCA to Chicago ORD with JetBlue Airways If you’re planning a round trip, booking return flights with JetBlue Airways is usually the most cost-effective option. With airfares ranging from $158 to $160, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Cheap Flights from Washington to Chicago (DCA-MDW) Prices were available within the past 7 days and start at $89 for one-way flights and $178 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected ... The average flying time for a direct flight from Washington DC, DC to Chicago is 2 hours 12 minutes. Most direct flights leave around 7:00 EDT. Southwest Airlines flight #878 is today's earliest flight from Washington DC, DC to Chicago (6:05 EDT, Boeing 737-700 (winglets) pax) Southwest Airlines flight #2038 is today's latest flight from ... Washington to Chicago Flights. Flights from DCA to ORD are operated 74 times a week, with an average of 11 flights per day. Departure times vary between 05:59 - 21:00. The earliest flight departs at 05:59, the last flight departs at 21:00. However, this depends on the date you are flying so please check with the full flight schedule above to ... 5 days ago · Find airfare and ticket deals for cheap flights from Washington, D.C., DC to Chicago, IL. Search flight deals from various travel partners with one click at $36. Amazing Delta DCA to ORD Flight Deals. The cheapest flights to O'Hare Intl. found within the past 7 days were $170 round trip and $88 one way. Prices and availability subject to change. Additional terms may apply. Sat, May 18 - Sat, May 18. Find great flight deals to Europe on the official United Airlines website. Book your Europe flight today and save. ... From Chicago (ORD) To Barcelona (BCN) Roundtrip | Economy: 05/05/24 - 05/17/24: from. $ 606* Viewed: 49 minutes ago. From San Francisco (SFO) To Rome (FCO) Roundtrip | Economy: 06/10/24 - 06/25/24:United Airlines Flight 232 was a regularly scheduled United Airlines flight from Stapleton International Airport in Denver to O'Hare International Airport in Chicago, continuing to Philadelphia International Airport.On July 19, 1989, the DC-10 (registered as N1819U) serving the flight crash-landed at Sioux Gateway Airport in Sioux City, Iowa, after … Amazing Delta DCA to ORD Flight Deals. The cheapest flights to O'Hare Intl. found within the past 7 days were $170 round trip and $88 one way. Prices and availability subject to change. Additional terms may apply. Sat, May 18 - Sat, May 18. The two airlines most popular with KAYAK users for flights from Washington, D.C. to Duluth are Delta and United Airlines. With an average price for the route of $446 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $506 and an overall rating of 7.4.Cheap Flights from Chicago to Washington (MDW-DCA) Prices were available within the past 7 days and start at $89 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected ...from $48. Cheap flights to Chicago starting at $48. It’s no wonder the Windy City is one of the most popular destinations in the world with its impressive art museums, music festivals, delectable cuisine and popular sporting events. Allegiant Chicago vacation packages combine low-cost flights to Chicago with hotel deals and cheap car rentals.Flights from Washington, D.C. to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Washington, D.C. to Chicago. Find the...United Airlines Flight 232 was a regularly scheduled United Airlines flight from Stapleton International Airport in Denver to O'Hare International Airport in Chicago, continuing to Philadelphia International Airport.On July 19, 1989, the DC-10 (registered as N1819U) serving the flight crash-landed at Sioux Gateway Airport in Sioux City, Iowa, after …American Airlines Flight 191 was a regularly scheduled domestic passenger flight from O'Hare International Airport in Chicago to Los Angeles International Airport.On the afternoon of May 25, 1979, the McDonnell Douglas DC-10 operating this flight was taking off from runway 32R at O'Hare International when its left engine detached from the wing, …Surge in complaints in 2022. The Biden Administration proposed its change to the refund rules in 2022 after a surge in complaints about refunds when the …The cheapest return flight ticket from Washington, D.C. to South Bend found by KAYAK users in the last 72 hours was for $287 on United Airlines, followed by American Airlines ($289). One-way flight deals have also been found from as low as $97 on American Airlines and from $98 on Delta.Book cheap flights from Washington DC to Chicago on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab WAS to CHI flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your ...One of the most popular airlines traveling from Chicago to Washington, D.C. is United Airlines. Flights on this route from United Airlines typically cost $315.47 RT, a price that is 43% more expensive than the average Chicago to Washington, D.C. flight.There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C. Reagan-National Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $155. On average, the best prices for this route can be found at American Airlines.The cheapest month for flights from Decatur, Illinois to Chicago O'Hare Intl Airport is March, where tickets cost $161 on average. On the other hand, the most expensive months are January and September, where the average cost of … Find flights to District of Columbia from $69. Fly from Chicago O'Hare Airport on Frontier, American Airlines, United Airlines and more. Search for District of Columbia flights on KAYAK now to find the best deal. Book flights to Chicago. Chicago offers big-city culture, outdoor escapes and urban adventures all in one. Admire the vast waters of Lake Michigan from the Navy Pier, overlooked by more than 100 skyscrapers. Then, take a tour of some early examples of Art Deco architecture, which stand out against some of the world’s tallest buildings.CHICAGO (CBS) — A man was arrested after police said he pushed a security guard down two flights of stairs at a CTA station early Monday morning. According to …The two airlines most popular with KAYAK users for flights from New York to Chicago are Southwest and Alaska Airlines. With an average price for the route of $281 and an overall rating of 8.2, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $328 and an overall rating of 8.1.The average flight time from Chicago (Midway) to Washington, D.C. (Reagan National) is 1 hour 50 minutes. How many Southwest flights occur weekly from Chicago (Midway) to Washington, D.C. (Reagan National)? There are 106 weekly flights from Chicago (Midway) to Washington, D.C. (Reagan National) on Southwest Airlines.Flights to Chicago. Compare thousands of flights. Search all the top booking sites - in one place. Part of MoneySuperMarket. Saving you money with 15 years’ experience. Fare assistant. See extra baggage and card charges upfront. Trusted by travellers. Join millions of happy holidaymakers.How much is the cheapest flight to Chicago? Prices were available within the past 7 days and start at $31 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.Jan 28, 2024 · Find airfare and ticket deals for cheap flights from Washington, D.C. Dulles Intl Airport (IAD) to Chicago, IL. Search flight deals from various travel partners with one click at $78. Cheap Flights from Washington to Mexico City (DCA-MEX) Prices were available within the past 7 days and start at $298 for one-way flights and $545 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.One of the most popular airlines traveling from Chicago to Washington, D.C. is United Airlines. Flights on this route from United Airlines typically cost $315.47 RT, a price that is 43% more expensive than the average Chicago to Washington, D.C. flight.The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are Delta and United Airlines. With an average price for the route of $246 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $324 and an overall rating of 7.4.3 hours 45 minutes. Tucson, AZ. 3 hours 10 minutes. Washington, D.C. 1 hour 45 minutes. Click here for average domestic flight times to Chicago.The cheapest return flight ticket from Washington, D.C. to South Bend found by KAYAK users in the last 72 hours was for $287 on United Airlines, followed by American Airlines ($289). One-way flight deals have also been found from as low as $97 on American Airlines and from $98 on Delta.Find great flight deals to Europe on the official United Airlines website. Book your Europe flight today and save. ... From Chicago (ORD) To Barcelona (BCN) Roundtrip | Economy: 05/05/24 - 05/17/24: from. $ 606* Viewed: 49 minutes ago. From San Francisco (SFO) To Rome (FCO) Roundtrip | Economy: 06/10/24 - 06/25/24:Find flights to Chicago from $197. Fly from Germany on TAP AIR PORTUGAL, British Airways, Scandinavian Airlines and more. Fly from Berlin from $197, from Düsseldorf from $292, from Munich from $295, from Hamburg from $321 or from Frankfurt am Main from $468. Search for Chicago flights on KAYAK now to find the best deal.The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are Delta and United Airlines. With an average price for the route of $246 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $324 and an overall rating of 7.4.Airfares from $29 One Way, $58 Round Trip from Chicago to Washington. Prices starting at $58 for return flights and $29 for one-way flights to Washington were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 1 - Wed, May 8. MDW. Chicago. BWI.Route Flight number. Apr 19, 2024. When? United Airlines (UA) Airline. Check status. Check the status of your United Airlines flight by searching by route or flight number. Stay up to date with our flight status tools.Book cheap flights from Chicago to Washington DC on CheapOair and enjoy great discounts. Whether its leisure or a business trip, we offer the most competitive rates on flight tickets to destinations around the world. Grab CHI to WAS flight deals on CheapOair and save big! Hurry, our cheap rates are not going to last forever, so make your ...Cheap Flights from Washington to Mexico City (DCA-MEX) Prices were available within the past 7 days and start at $298 for one-way flights and $545 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals.Sat, May 18 MDW – ATL with Frontier Airlines. Direct. from $45. Chicago.$45 per passenger.Departing Tue, Apr 30, returning Wed, May 1.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Atlanta Hartsfield-Jackson on Tue, Apr 30, arriving in Chicago Midway.Inbound direct flight with Frontier ...average. 2 h 13 m. flights per day. 17. view timetable. distance. 956 km. Cheap flight tickets from Chicago, IL to Washington, DC start from $340 with an average ticket price of $340. The fastest flight from Chicago, IL to Washington, DC takes 1h 52m in comparison to an average duration of 2h 13m and covers a distance of 956 km.Non-stop flights between Chicago, IL and Washington, DC. Here is a list of direct nonstop flights from Chicago, Illinois to Washington, District of Columbia. This can help you find the best flight on your preferred airline. We found a total of 3 flights to Washington, DC nonstop: Airline routes; American Airlines from ORD to BWI Direct. from £42. Chicago. £54 per passenger.Departing Mon, 22 Apr, returning Wed, 24 Apr.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Mon, 22 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Wed ... The average flying time for a direct flight from Washington DC, DC to Chicago is 2 hours 12 minutes. Most direct flights leave around 7:00 EDT. Southwest Airlines flight #878 is today's earliest flight from Washington DC, DC to Chicago (6:05 EDT, Boeing 737-700 (winglets) pax) Southwest Airlines flight #2038 is today's latest flight from ...The two airlines most popular with KAYAK users for flights from Washington, D.C. to Duluth are Delta and United Airlines. With an average price for the route of $446 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $506 and an overall rating of 7.4.Are you searching for American Airlines flights from Chicago to Washington, D.C.? Find the best selections and fly in style. Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Book United Airlines cheap flights to 300+ destinations worldwide on our official site. Find our most popular flight deals and earn MileagePlus® miles. ... Our main U.S. hubs are located in the major cities of Chicago, Denver, Houston, New York/Newark, Los Angeles, San Francisco and Washington, D.C. United is a founding member of Star Alliance ... Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. There are 4 airlines that fly nonstop from Chicago to Washington, D.C.. They are: American Airlines, Frontier, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $67 for a one-way flight. On average, the best prices for this route can be found at Frontier. Route Flight number. Apr 19, 2024. When? United Airlines (UA) Airline. Check status. Check the status of your United Airlines flight by searching by route or flight number. Stay up to date with our flight status tools. Looking to fly from the United States to Chicago with United Airlines? 25% of our users found flights for the following prices or less: From Washington, D.C. Dulles Intl Airport $164 one-way, $298 round-trip; from South Bend $192 one-way, $382 round-trip; from San Jose $238 one-way, $454 round-trip. The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are Delta and United Airlines. With an average price for the route of $246 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $324 and an overall rating of 7.4.On average, a flight to Washington, D.C. Reagan-National Airport costs $285. The cheapest price found on KAYAK in the last 2 weeks cost $39 and departed from Denver. The most popular routes on KAYAK are Orlando to Washington, D.C. Reagan-National Airport which costs $201 on average, and Boston to Washington, D.C. Reagan-National …
United Airlines Flight 232 was a regularly scheduled United Airlines flight from Stapleton International Airport in Denver to O'Hare International Airport in Chicago, continuing to Philadelphia International Airport.On July 19, 1989, the DC-10 (registered as N1819U) serving the flight crash-landed at Sioux Gateway Airport in Sioux City, Iowa, after …. Atomichabits.com
Chicago Executive Airport (PWK) – Located in Wheeling, IL about 20mi north of downtown, Chicago Executive is the most heavily utilized regional airport in Chicago for private charter flights. Many local aircraft are based in PWK, and thousands of visiting aircraft use this airport annually. Chicago Midway International Airport (MDW, KMDW) – is 8 miles …Amazing Delta DCA to ORD Flight Deals. The cheapest flights to O'Hare Intl. found within the past 7 days were $170 round trip and $88 one way. Prices and availability subject to change. Additional terms may apply. Sat, May 18 - Sat, May 18.Flights from Washington, D.C. (DCA) to Chicago (MDW) When the Windy City calls you away from the Capital Region, Southwest Airlines ® has you covered with direct flights … Amazing Delta DCA to ORD Flight Deals. The cheapest flights to O'Hare Intl. found within the past 7 days were $170 round trip and $88 one way. Prices and availability subject to change. Additional terms may apply. Sat, May 18 - Sat, May 18. Washington to Chicago Flights. Flights from IAD to ORD are operated 23 times a week, with an average of 3 flights per day. Departure times vary between 06:30 - 22:23. The earliest flight departs at 06:30, the last flight departs at 22:23. However, this depends on the date you are flying so please check with the full flight schedule above to see ...Book one-way or return flights from Washington D.C. to Chicago starting at US$37. Fly with top airlines and search for flights deals on Trip.com now!Browse destinations: $37. Flights to Chicago Midway Airport, Chicago. $34. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $29. Fly from Georgia on Frontier, Spirit Airlines and more. Search for … Cheap Flights from Washington to Chicago (DCA-MDW) Prices were available within the past 7 days and start at $89 for one-way flights and $178 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected ... Find United Airlines cheap flights from Washington, D.C. to Chicago. Enjoy a Washington, D.C. to Chicago modern flight experience in premium cabins with Wi-Fi. There are 5 airlines that fly nonstop from Seattle to Chicago. They are: Alaska Airlines, American Airlines, Delta, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Delta at $98 for a one-way flight. On average, the best prices for this route can be found at Alaska Airlines.Direct Flight to Hawaii from DC. Airlines: United. Washington, DC is filled with historical buildings, museums, and memorials, much like Oahu. There is only one direct flight to Hawaii from DC, and it takes about 10 ½ hours. After arriving, visit Pearl Harbor or the Bishop Museum for some Hawaiian history. Direct Flights to Hawaii from ChicagoBest site for finding today’s lowest flight prices, unadvertised fare sales, and mistake prices. Updated daily. Find the best price before you book your trip to Chicago, IL (ORD). The calculation of flight time is based on the straight line distance from Washington, DC to Chicago, IL ("as the crow flies"), which is about 595 miles or 957 kilometers. Your trip begins in Washington, District of Columbia. It ends in Chicago, Illinois. Your flight direction from Washington, DC to Chicago, IL is Northwest (-66 degrees from ... Route Flight number. Apr 19, 2024. When? United Airlines (UA) Airline. Check status. Check the status of your United Airlines flight by searching by route or flight number. Stay up to date with our flight status tools.Wed, May 8 MDW – BWI with Frontier Airlines. Direct. from $59. Chicago.$60 per passenger.Departing Wed, Oct 2, returning Wed, Oct 9.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Baltimore Washington International on Wed, Oct 2, arriving in Chicago Midway.Inbound direct flight with ...Book your Amtrak train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America. Book flights from Washington, D.C. (Dulles) to Chicago (O'Hare) with Southwest Airlines ®. It’s easy to find the Washington Dulles International Airport to Chicago O'Hare International Airport flight to make your booking and travel a breeze. Whether you’re traveling for business or pleasure, solo or with the whole family, you’ll enjoy ... .