Round-trip One-way. Wed 4/24. Wed 5/1. 1 adult, Economy. Find deals. We work with more than 300 partners to bring you better travel deals. The best prices from …Direct. from £63. Washington D.C.. £89 per passenger.Departing Tue, 30 Apr, returning Wed, 1 May.Return flight with Spirit Airlines and Frontier Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 30 Apr, arriving in Baltimore Washington International.Inbound indirect flight with Frontier ...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.There are 4 airlines that fly nonstop from Chicago to Sarasota. They are: Allegiant Air, American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with Allegiant Air at $117 for a one-way flight. On average, the best prices for this route can be found at Allegiant Air.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 … 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. Look no more, for you’re at the right place. Book cheap flights from Washington DC to Chicago on CheapOair and enjoy great discounts. Whether its leisure or a business trip, … The cheapest return flight ticket from Chicago O'Hare Airport to Washington, D.C. found by KAYAK users in the last 72 hours was for $85 on Frontier, followed by Spirit Airlines ($102). One-way flight deals have also been found from as low as $43 on Frontier and from $59 on American Airlines. 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.Illinois. Chicago. $65. Flights to Chicago Midway Airport, Chicago. $51. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $29. Fly from Florida on Frontier, Spirit Airlines and more. Search for …13:15. Air New Zealand / Operated by United Airlines 584. (DCA to ORD) Track the current status of flights departing from (DCA) Ronald Reagan National Airport and arriving in (ORD) O'Hare International Airport.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.Chicago O Hare Intl (ORD) - Chicago, IL. ArrivalsDeparturesAirport DelayWeatherParkingLimos. ORD Departures. Select an airline... Aer Lingus - EI Aeroflot Airlines - SU Aeromexico - AM Air Canada - AC Air China - CA Air France - AF Air India - AI Air Inuit - 3H Air Jamaica - JM Air Labrador - WJ Air New Zealand - NZ Air Transat - TS …Flying time from Washington, DC to Chicago, IL. The total flight duration from Washington, DC to Chicago, IL is 1 hour, 33 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like DCA to ORD. It covers the entire time on a typical commercial ...Southwest Airlines and Delta fly from Washington to Chicago every 4 hours. Alternatively, Amtrak operates a train from Washington Union Station to Chicago Union Station once daily. Tickets cost $30 - $240 and the journey takes 17h 40m. Airlines. Southwest Airlines.Chicago. $103. Flights to Chicago Midway Airport, Chicago. $154. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $49. Fly from District of Columbia on American Airlines, United Airlines, Frontier and more. Search for Chicago flights on KAYAK now to find the best deal.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. 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. Flying from Chicago. Your Spirit Airlines flight departs from O’Hare International Airport (ORD). The sprawling airport, one of the busiest in the U.S, has plenty of shops and restaurants that are open 24-hours. Surf the net on the airport’s WiFi, free for 30 minutes, while you wait for your flight from Chicago.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.Created Date: 4/23/2024 8:22:15 AMThe cheapest return flight ticket from Chicago O'Hare Airport to Washington, D.C. found by KAYAK users in the last 72 hours was for $85 on Frontier, followed by Spirit Airlines ($102). One-way flight deals have also been found from as low as $43 on Frontier and from $59 on American Airlines.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 …Non-stop flights between Washington, DC and Chicago, IL. Here is a list of direct nonstop flights from Washington, District of Columbia to Chicago, Illinois. This can help you find the best flight on your preferred airline. We found a total of 5 flights to Chicago, IL nonstop: Airline routes; American Airlines from DCA to ORD5 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. 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. Flight tickets to Chicago start from £188 one-way. Flex your dates to secure the best fare for your Chicago O'Hare International airport flight. If your travel dates are flexible, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago O'Hare International airport from your chosen departure location.$80 Search for cheap flights deals from DCA to ORD (Ronald Reagan Washington National to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets. ... May 15 from Washington to Chicago, returning Wed, May 22, priced at $159 just found. Wed, May 15 - Wed, May 22. DCA. Washington. ORD. Chicago. $159 …Thanks to our partnership with Booking.com and Jolly, you can earn 2 Miles for EUR 1, which you can spend anywhere from friendly family lodgings, 5-star hotels, hostels to villas. Select hotel. Flights to Chicago with Europe’s Best Airline, Turkish Airlines. Explore Art institute of Chicago, Willis Tower, Millennium Park during your holiday.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.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, …Book flights from Chicago (Midway) to Washington, D.C. (Dulles) with Southwest Airlines ®. It’s easy to find the Chicago Midway International Airport to Washington Dulles 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 ...Are you searching for American Airlines flights from Chicago to Washington, D.C.? Find the best selections and fly in style.Flights to Cape Canaveral, Florida. $139. Flights to Cape Coral, Florida. Flights to Cocoa Beach, Florida. $178. Flights to Daytona Beach, Florida. View more. Find flights to Florida from $30. Fly from Washington, D.C. on Frontier, Spirit Airlines and more.Browse some of the best deals on flights to Chicago in 2024. More deals are always being added, so be sure to check back regularly. Tue 5/21 11:55 pm LAX - ORD. Nonstop 4h 05m Spirit Airlines. Wed 5/22 1:13 pm ORD - LAX. 1 stop 9h 34m Spirit Airlines. Deal found 4/17 $68. Pick Dates.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 …Use Google Flights to find cheap departing flights to Chicago and to track prices for specific travel dates for your next getaway.Here are the best domestic and international flights from Chicago departing soon. Nashville.$22 per passenger.Departing Tue, May 21.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Chicago O'Hare International on Tue, May 21, arriving in Nashville.Price includes taxes and …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.Look no more, for you’re at the right place. Book cheap flights from Washington DC to Chicago on CheapOair and enjoy great discounts. Whether its leisure or a business trip, …What is the flight distance from Chicago, IL Airport (ORD-O'Hare Intl.) to Washington, DC Airport (DCA-Ronald Reagan Washington National)? A short-haul flight, the trip between Chicago and Washington is a short and sweet 610 miles (980 km).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.Flights from Washington-DC (WAS) to Chicago (CHI), low-cost direct flights and cheap flight offers on the route Washington-DC (WAS) Chicago (CHI) from $202 (price correct on 08/16/23). Book cheap tickets for direct flights online.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.Direct. from £63. Washington D.C.. £89 per passenger.Departing Tue, 30 Apr, returning Wed, 1 May.Return flight with Spirit Airlines and Frontier Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 30 Apr, arriving in Baltimore Washington International.Inbound indirect flight with Frontier ...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 ChicagoChange location. Change currency. Feedback. Help. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Washington, D.C. to anywhere in the world.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 …Midway sits on the southwest side of Chicago, eight miles from the Loop (downtown Chicago’s central business district). O’Hare is located on the far northwest side of the city, about 17 miles from the Loop. It’s easy to get into the city from both airports with service from Chicago Transit Authority’s L Trains. Cheap Flights from Chicago to Washington (ORD-IAD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Use Google Flights to explore cheap flights to anywhere. Search destinations and track prices to find and book your next flight.$80 Search for cheap flights deals from ORD to IAD (O'Hare Intl. to Washington Dulles Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets.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 …FILE - Chicago’s iconic Rat Hole along the 1900 block of West Roscoe Street in the Roscoe Village neighborhood is seen, Jan. 19, 2024, in Chicago. The …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 ... Find your vacation package to Chicago with United Packages. Book cheap flights to Chicago (ORD) with United Airlines. Enjoy all the in-flight perks on your Chicago flight, including speed Wi-Fi. 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.The cheapest month for flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport is January, where tickets cost $257 on average. On the other hand, the most expensive months are June and March, where the average cost of tickets is $363 and $326 respectively.Look no more, for you’re at the right place. Book cheap flights from Washington DC to Chicago on CheapOair and enjoy great discounts. Whether its leisure or a business trip, …JetBlue Route map lets you explore over 100 destinations in the U.S., Latin America and Caribbean, plus London, with low fares and great service. Whether you want to visit San Francisco, Boston, or any other city, you can find your deal and book your flight with our interactive map.Chicago. ₹ 2,548 per passenger.Departing Wed, 10 Apr.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Wed, 10 Apr, arriving in Chicago Midway.Price includes taxes and charges.From ₹ 2,548, select. Wed, 10 Apr BWI - MDW with Frontier Airlines.Direct. from £63. Washington D.C.. £89 per passenger.Departing Tue, 30 Apr, returning Wed, 1 May.Return flight with Spirit Airlines and Frontier Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 30 Apr, arriving in Baltimore Washington International.Inbound indirect flight with Frontier ...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 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 …This month, there are 54,664 flights arriving at Chicago Airport, which are 1,822 flights per day or 76 flights per hour. On an average day, there is at least 1 flight arriving every minute! The most frequently departed flights to Chicago are routes from New York City (LGA) in United States and Minneapolis (MSP), also in United States.Use Google Flights to find cheap departing flights to Charleston and to track prices for specific travel dates for your next getaway.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 … Are you searching for American Airlines flights from Washington, D.C. to Chicago? Find the best selections and fly in style. 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. 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. 6 days ago · Find airfare and ticket deals for cheap flights from Chicago, IL to Washington, D.C., DC. Search flight deals from various travel partners with one click at $39. Southwest Airlines and Delta fly from Washington to Chicago every 4 hours. Alternatively, Amtrak operates a train from Washington Union Station to Chicago Union Station once daily. Tickets cost $30 - $240 and the journey takes 17h 40m. Airlines. Southwest Airlines. Flights to Chicago (CHI) with American Airlines. Find low-fare American Airlines flights to Chicago. Enjoy our travel experience and great prices. Book the lowest fares on Chicago flights today! 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. Well, you’re in for a 4-hour flight. Travellers flying from Detroit, Michigan, can expect a fair middle ground, with an estimate of 1 hour and 30 minutes trip. As a final example, those getting cheap flights to Chicago from Dallas will arrive at their destination after 2 hours and 30 minutes. Download Our App.JetBlue Route map lets you explore over 100 destinations in the U.S., Latin America and Caribbean, plus London, with low fares and great service. Whether you want to visit San Francisco, Boston, or any other city, you can find your deal and book your flight with our interactive map.Are you searching for American Airlines flights from Chicago to Washington, D.C.? Find the best selections and fly in style. Cheap Flights from Chicago to Washington (ORD-IAD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. 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. The cheapest return flight ticket from Los Angeles to Chicago found by KAYAK users in the last 72 hours was for $86 on Spirit Airlines, followed by Frontier ($118). One-way flight deals have also been found from as low as $38 on Spirit Airlines and from $69 on Frontier.On average, flights to Chicago will cost $749. The cheapest one-way flight to Chicago in Chicago is $33, while the cheapest round-trip flight to Chicago is $50. If you’re not interested in flying to Chicago, the next cheapest city in Chicago is Chicago where flights average $749 per ticket. The top three most popular airlines flying to ...Book your Amtrak train and bus tickets today by choosing from over 30 U.S. train routes and 500 destinations in North America. 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. Flying time from Washington, DC to Chicago, IL. The total flight duration from Washington, DC to Chicago, IL is 1 hour, 33 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like DCA to ORD. It covers the entire time on a typical commercial ... 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. Find airfare and ticket deals for cheap flights from Chicago, IL to Washington, D.C., DC. Search flight deals from various travel partners with one click at $39.Roundtrip. Wed, May 22 - Wed, Jun 5.
All dates and times are local for the airport listed. Gates and times are subject to change. For the most current information, check the airport monitors. Search for a topic... Find the flight status for a specific Delta Air Lines flight and receive real-time notifications via …. Stackedit
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 ... Book cheap flights to Washington, D.C. (IAD) with United Airlines. Enjoy all the in-flight perks on your Washington, D.C. flight, including speed Wi-Fi. Flights to Cape Canaveral, Florida. $139. Flights to Cape Coral, Florida. Flights to Cocoa Beach, Florida. $178. Flights to Daytona Beach, Florida. View more. Find flights to Florida from $30. Fly from Washington, D.C. on Frontier, Spirit Airlines and more. 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. 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. Each day, there are between 19 and 21 nonstop flights that take off from Chicago O'Hare Intl Airport and land in Washington, D.C. Reagan-National Airport, with an average flight time of 1h 52m. The most common departure time is 6:00 pm and most flights take off in the morning. Each week, there are 144 flights. 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 ... There are 3 airlines that fly nonstop from Washington, D.C. Reagan-National Airport to Chicago. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $162 for a one-way flight. On average, the best prices for this route can be found at American Airlines. Free entertainment and $8 Internet. Book flights from Washington, D.C. (Dulles) to Chicago (Midway) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings. Use Google Flights to find cheap departing flights to Chicago and to track prices for specific travel dates for your next getaway.JetBlue Route map lets you explore over 100 destinations in the U.S., Latin America and Caribbean, plus London, with low fares and great service. Whether you want to visit San Francisco, Boston, or any other city, you can find your deal and book your flight with our interactive map.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.Washington, D.C. Chicago. Compare Washington, D.C. to Chicago flight deals. Find the cheapest month or even day of the year to fly to Chicago. Book the best Chicago fare …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.Cheap Flights from Washington to Chicago (DCA-ORD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period …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 ... Cheap Flights from Chicago to Washington (ORD-IAD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Free entertainment and $8 Internet. Book flights from Washington, D.C. (Dulles) to Chicago (Midway) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings. 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 ....