Cheap Flights from Washington D.C., DC to Chicago, IL from $68

On Cheapflightsplus.com you will find 8 direct and 12 connecting flights from Washington D.C. to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $68, book and save on cheap plane tickets and last minute offers. Also check out WAS-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Washington D.C. to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $68 (one-way), $117 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Washington D.C. to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
07:44 — 09:05
07:44 — 09:05 UA267 United Airlines
Washington D.C. — Chicago
2h 21m
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from$161
08:30 — 09:48
08:30 — 09:48 UA2440 United Airlines
Washington D.C. — Chicago
2h 18m
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from$159
08:30 — 09:51
08:30 — 09:51 UA281 United Airlines
Washington D.C. — Chicago
2h 21m
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from$161
11:30 — 13:07
11:30 — 13:07 UA3520 United Airlines
Washington D.C. — Chicago
2h 37m
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from$161
12:45 — 14:03
12:45 — 14:03 UA1709 United Airlines
Washington D.C. — Chicago
2h 18m
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from$161
17:00 — 18:21
17:00 — 18:21 UA2362 United Airlines
Washington D.C. — Chicago
2h 21m
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from$161
19:00 — 20:24
19:00 — 20:24 UA1748 United Airlines
Washington D.C. — Chicago
2h 24m
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from$161
20:00 — 21:32
20:00 — 21:32 UA3623 United Airlines
Washington D.C. — Chicago
2h 32m
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from$161
06:02 — 09:46
06:02 — 07:15 UA1663 United Airlines
Washington D.C. — Newark
45m stop
08:00 — 09:46 UA2100 United Airlines
Newark — Chicago
4h 44m
including layover
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from$171
06:02 — 10:46
06:02 — 07:15 UA1663 United Airlines
Washington D.C. — Newark
1h 45m stop
09:00 — 10:46 UA2290 United Airlines
Newark — Chicago
5h 44m
including layover
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from$171
06:02 — 11:52
06:02 — 07:15 UA1663 United Airlines
Washington D.C. — Newark
2h 56m stop
10:11 — 11:52 UA1525 United Airlines
Newark — Chicago
6h 50m
including layover
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from$171
07:00 — 13:11
07:00 — 08:22 UA3475 United Airlines
Washington D.C. — Newark
3h 8m stop
11:44 — 13:15 UA1875 United Airlines
Newark — Chicago
7h 11m
including layover
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from$144
08:30 — 11:50
08:30 — 09:33 UA5088 United Airlines
Washington D.C. — Morgantown
1h 22m stop
10:55 — 11:50 UA5131 United Airlines
Morgantown — Chicago
4h 20m
including layover
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from$252
08:35 — 13:11
08:35 — 10:00 UA1929 United Airlines
Washington D.C. — Newark
1h 30m stop
11:30 — 13:11 UA1875 United Airlines
Newark — Chicago
5h 36m
including layover
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from$171
08:35 — 14:40
08:35 — 10:00 UA1929 United Airlines
Washington D.C. — Newark
2h 58m stop
12:58 — 14:40 UA1946 United Airlines
Newark — Chicago
7h 5m
including layover
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from$171
09:00 — 13:11
09:00 — 10:25 UA4591 United Airlines
Washington D.C. — Newark
1h 5m stop
11:30 — 13:11 UA1875 United Airlines
Newark — Chicago
5h 11m
including layover
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from$170
09:17 — 16:31
13:20 — 15:23 F94707 Frontier Airlines
Washington D.C. — Atlanta
4h 4m stop
22:26 — 23:51 F91595 Frontier Airlines
Atlanta — Chicago
8h 14m
including layover
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from$81
18:15 — 09:13
+1 day
17:57 — 20:22 F94811 Frontier Airlines
Washington D.C. — Orlando
10h 45m stop
11:56 — 13:54 F91457 Frontier Airlines
Orlando — Chicago
15h 58m
including layover
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from$68
18:15 — 00:59
+1 day
17:57 — 20:22 F94811 Frontier Airlines
Washington D.C. — Orlando
2h 19m stop
07:30 — 09:54 F93043 Frontier Airlines
Orlando — Chicago
7h 44m
including layover
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from$69
18:15 — 16:46
+1 day
18:15 — 20:40 F94811 Frontier Airlines
Washington D.C. — Orlando
17h 57m stop
14:37 — 16:46 F92041 Frontier Airlines
Orlando — Chicago
23h 31m
including layover
Find flight
from$135
*Departure and arrival times - local. Updated on February 23, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Washington D.C. to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Washington D.C. and Chicago is 956 miles. Time difference between the cities is 1h. Airplanes depart 06:02 to 20:00 from 2 Washington D.C. airports and arrive 06:02 to 20:00 to 7 Chicago airports. Average flight time is 2h 21m.

  • The fastest flight 2h 18m
  • Average flight time 2h 21m
  • The earliest flight 06:02
  • The latest flight 20:00
  • Distance 595 ml

The cheapest months to travel to Chicago are january (from 68 $), december (from 77 $), february (from 80 $).

What is the lowest airfare Washington D.C. to Chicago?

The cheapest plane ticket found by our users is $68. This airfare is for economy class on one-way F94811 flight by Frontier Airlines for February 21, 2025 which leaves Dulles International in Washington D.C. at 18:15 am and arrives at Chicago Midway at 09:13.

Economy class
$68
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Business class
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First class
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Popular Airlines on the Route

The flight Washington D.C. — Chicago is served by 2 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by United Airlines - 16 departures per week at the price of from $ 144 . And the most expensive tickets are offered by United Airlines airline - from $ 252.

Direct flights

There are 8 nonstop flights on the route. The fastest direct flight is UA2440 by United Airlines takes 2h 18m and the cheapest is F94811 by Frontier Airlines for $159.

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Connecting Flights

There are 12 flights with layovers on the route. The fastest connecting flight is UA5088 by United Airlines takes 4h 20m and the cheapest is F94811 by Frontier Airlines for $68.

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Airports

You can fly from Washington D.C. to Chicago from 2 airports (Dulles International, Ronald Reagan).

Washington D.C. airports

  • Dulles International-IAD
    from $68
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  • Ronald Reagan-DCA
    from $144
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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