Cheap Flights from Washington D.C., DC to Chicago, IL from $76

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On Cheapflightsplus.com you will find 54 direct and 378 connecting flights from Washington D.C. to Chicago. You can compare airfare deals from 13 airlines and multiple travel sites from $76, 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: $76 (one-way), $130 (round-trip).

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Best Flights from Washington D.C. to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Washington D.C. to Chicago with the lowest price of $76. The fastest direct flight takes 2h and the fastest connecting – 3h 47m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $109 Find flight	22:16 Washington D.C. Dulles International	23:20 Chicago O'Hare International	2h 4m	United Airlines	UA1738
from $110 Find flight	07:52 Washington D.C. Ronald Reagan	09:05 Chicago O'Hare International	2h 13m	United Airlines	UA1273
from $116 Find flight	06:55 Washington D.C. Ronald Reagan	08:05 Chicago Midway	2h 10m	Southwest Airlines	WN940
from $127 Find flight	06:00 Washington D.C. Ronald Reagan	07:17 Chicago O'Hare International	2h 17m	American Airlines	AA2903
from $151 Find flight	19:00 Washington D.C. Ronald Reagan	20:14 Chicago O'Hare International	2h 14m	United Airlines	UA1685
from $152 Find flight	06:59 Washington D.C. Ronald Reagan	08:27 Chicago O'Hare International	2h 28m	American Airlines	AA2304
from $157 Find flight	21:15 Washington D.C. Ronald Reagan	22:15 Chicago Midway	2h 0m	Southwest Airlines	WN2080
from $176 Find flight	11:30 Washington D.C. Ronald Reagan	12:42 Chicago O'Hare International	2h 12m	United Airlines	UA1834
from $215 Find flight	09:25 Washington D.C. Ronald Reagan	10:30 Chicago Midway	2h 5m	Southwest Airlines	WN574
from $216 Find flight	11:59 Washington D.C. Ronald Reagan	13:14 Chicago O'Hare International	2h 15m	American Airlines	AA489
from $218 Find flight	11:30 Washington D.C. Ronald Reagan	12:42 Chicago O'Hare International	2h 12m	United Airlines	UA587
from $76 Find flight	18:15 Washington D.C. Dulles International	09:13+1 день Chicago Midway	15h 58m layover 10h 45m - Orlando	Frontier Airlines	F94811 F91457
from $90 Find flight	09:17 Washington D.C. Dulles International	16:31 Chicago O'Hare International	8h 14m layover 4h 4m - Atlanta	Frontier Airlines	F94707 F91595
from $90 Find flight	18:00 Washington D.C. Ronald Reagan	15:50+1 день Chicago Midway	22h 50m layover 16h 20m - Denver	Frontier Airlines	F9689 F91228
from $103 Find flight	07:00 Washington D.C. Ronald Reagan	15:50 Chicago Midway	9h 50m layover 3h 14m - Denver	Frontier Airlines	F9685 F91228
from $112 Find flight	13:00 Washington D.C. Ronald Reagan	23:16 Chicago O'Hare International	11h 16m layover 4h 34m - Denver	Frontier Airlines	F9687 F93174

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on April 02, 2025

Flight Schedule Washington D.C. (District of Columbia) to Chicago (Illinois)

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	Flight Details	Flight Duration	Price
06:00 — 07:17	06:00 — 07:17 AA2903 American Airlines Washington D.C. — Chicago	2h 17m	Find flight from$127
06:20 — 07:34	06:20 — 07:34 UA1316 United Airlines Washington D.C. — Chicago	2h 14m	Find flight from$118
06:30 — 07:42	06:30 — 07:42 UA1793 United Airlines Washington D.C. — Chicago	2h 12m	Find flight from$118
06:55 — 08:05	06:55 — 08:05 WN940 Southwest Airlines Washington D.C. — Chicago	2h 10m	Find flight from$116
06:59 — 08:27	06:59 — 08:27 AA2304 American Airlines Washington D.C. — Chicago	2h 28m	Find flight from$152
07:00 — 08:18	07:00 — 08:18 UA231 United Airlines Washington D.C. — Chicago	2h 18m	Find flight from$178
07:44 — 09:05	07:44 — 09:05 UA267 United Airlines Washington D.C. — Chicago	2h 21m	Find flight from$180
07:52 — 09:05	07:52 — 09:05 UA1273 United Airlines Washington D.C. — Chicago	2h 13m	Find flight from$110
07:52 — 09:05	07:52 — 09:05 UA1747 United Airlines Washington D.C. — Chicago	2h 13m	Find flight from$118
08:20 — 09:34	08:20 — 09:34 UA599 United Airlines Washington D.C. — Chicago	2h 14m	Find flight from$176
08:30 — 09:43	08:30 — 09:43 UA2201 United Airlines Washington D.C. — Chicago	2h 13m	Find flight from$176
08:30 — 09:48	08:30 — 09:48 UA2440 United Airlines Washington D.C. — Chicago	2h 18m	Find flight from$178
08:30 — 09:48	08:30 — 09:48 UA1296 United Airlines Washington D.C. — Chicago	2h 18m	Find flight from$178
09:25 — 10:30	09:25 — 10:30 WN574 Southwest Airlines Washington D.C. — Chicago	2h 5m	Find flight from$215
09:44 — 11:00	09:44 — 11:00 AA1200 American Airlines Washington D.C. — Chicago	2h 16m	Find flight from$233
10:30 — 11:53	10:30 — 11:53 UA3544 United Airlines Washington D.C. — Chicago	2h 23m	Find flight from$226
11:30 — 12:42	11:30 — 12:42 UA1834 United Airlines Washington D.C. — Chicago	2h 12m	Find flight from$176
11:30 — 12:58	11:30 — 12:58 UA3509 United Airlines Washington D.C. — Chicago	2h 28m	Find flight from$178
11:30 — 12:58	11:30 — 12:58 UA5564 United Airlines Washington D.C. — Chicago	2h 28m	Find flight from$178
12:45 — 14:03	12:45 — 14:03 UA1709 United Airlines Washington D.C. — Chicago	2h 18m	Find flight from$180
13:00 — 14:13	13:00 — 14:13 UA2330 United Airlines Washington D.C. — Chicago	2h 13m	Find flight from$176
13:00 — 14:18	13:00 — 14:18 UA1581 United Airlines Washington D.C. — Chicago	2h 18m	Find flight from$178
13:00 — 14:24	13:00 — 14:24 UA3470 United Airlines Washington D.C. — Chicago	2h 24m	Find flight from$178
13:05 — 14:19	13:05 — 14:19 UA2331 United Airlines Washington D.C. — Chicago	2h 14m	Find flight from$176
13:15 — 14:34	13:15 — 14:34 UA1193 United Airlines Washington D.C. — Chicago	2h 19m	Find flight from$178
14:49 — 16:09	14:49 — 16:09 AA1682 American Airlines Washington D.C. — Chicago	2h 20m	Find flight from$251
15:05 — 16:15	15:05 — 16:15 WN1542 Southwest Airlines Washington D.C. — Chicago	2h 10m	Find flight from$215
15:30 — 16:43	15:30 — 16:43 UA1888 United Airlines Washington D.C. — Chicago	2h 13m	Find flight from$176
16:59 — 18:17	16:59 — 18:17 UA1349 United Airlines Washington D.C. — Chicago	2h 18m	Find flight from$178
17:00 — 18:13	17:00 — 18:13 UA2016 United Airlines Washington D.C. — Chicago	2h 13m	Find flight from$178
17:00 — 18:21	17:00 — 18:21 UA2362 United Airlines Washington D.C. — Chicago	2h 21m	Find flight from$180
17:20 — 18:34	17:20 — 18:34 UA2497 United Airlines Washington D.C. — Chicago	2h 14m	Find flight from$176
17:36 — 18:55	17:36 — 18:55 UA1117 United Airlines Washington D.C. — Chicago	2h 19m	Find flight from$178
18:05 — 19:29	18:05 — 19:29 UA5800 United Airlines Washington D.C. — Chicago	2h 24m	Find flight from$151
18:35 — 19:40	18:35 — 19:40 WN1679 Southwest Airlines Washington D.C. — Chicago	2h 5m	Find flight from$215
19:00 — 20:14	19:00 — 20:14 UA2665 United Airlines Washington D.C. — Chicago	2h 14m	Find flight from$118
19:00 — 20:14	19:00 — 20:14 UA1685 United Airlines Washington D.C. — Chicago	2h 14m	Find flight from$151
20:00 — 21:32	20:00 — 21:32 UA3623 United Airlines Washington D.C. — Chicago	2h 32m	Find flight from$180
20:45 — 22:05	20:45 — 22:05 AA1630 American Airlines Washington D.C. — Chicago	2h 20m	Find flight from$127
21:15 — 22:15	21:15 — 22:15 WN2080 Southwest Airlines Washington D.C. — Chicago	2h	Find flight from$157
22:16 — 23:20	22:16 — 23:20 UA1738 United Airlines Washington D.C. — Chicago	2h 4m	Find flight from$109
07:00 — 15:50	07:00 — 09:14 F9685 Frontier Airlines Washington D.C. — Denver 3h 14m stop 12:28 — 15:50 F91228 Frontier Airlines Denver — Chicago	9h 50m including layover	Find flight from$103
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	Find flight from$90
11:03 — 21:29	11:03 — 13:00 F94707 Frontier Airlines Washington D.C. — Atlanta 7h 23m stop 20:23 — 21:29 F92779 Frontier Airlines Atlanta — Chicago	11h 26m including layover	Find flight from$97
13:00 — 15:50 +1 day	13:00 — 15:08 F9687 Frontier Airlines Washington D.C. — Denver 21h 20m stop 12:28 — 15:50 F91228 Frontier Airlines Denver — Chicago	27h 50m including layover	Find flight from$90
13:20 — 17:18	13:20 — 15:23 F94707 Frontier Airlines Washington D.C. — Atlanta 55m stop 16:18 — 17:18 F92143 Frontier Airlines Atlanta — Chicago	4h 58m including layover	Find flight from$81
17:57 — 23:16	17:57 — 20:22 F94811 Frontier Airlines Washington D.C. — Orlando 41m stop 21:03 — 23:16 F93045 Frontier Airlines Orlando — Chicago	6h 19m including layover	Find flight from$90
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	Find flight from$76
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	Find flight from$77

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on April 2, 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 05:30 to 22:22 from 2 Washington D.C. airports and arrive 05:30 to 22:22 to 7 Chicago airports. Average flight time is 2h 15m.

The fastest flight 2h
Average flight time 2h 15m
The earliest flight 05:30
The latest flight 22:22
Distance 595 ml

The cheapest months to travel to Chicago are january (from 76 $), december (from 81 $), november (from 90 $).

The most expensive months are february (from 90 $), november (from 90 $), december (from 81 $).

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

The cheapest plane ticket found by our users is $76. 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

$76

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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 13 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by American Airlines - 110 departures per week at the price of from $ 127 . And the most expensive tickets are offered by SWISS International Air Lines airline - from $ 6601.

Direct flights

There are 54 nonstop flights on the route. The fastest direct flight is WN2080 by Southwest Airlines takes 2h and the cheapest is F94811 by Frontier Airlines for $109.

AA - American Airlines

from $127

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WN - Southwest Airlines

from $116

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UA - United Airlines

from $109

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Connecting Flights

There are 378 flights with layovers on the route. The fastest connecting flight is DL3818 by Delta Air Lines Inc. takes 3h 47m and the cheapest is F94811 by Frontier Airlines for $76.

AA - American Airlines

from $161

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EI - Aer Lingus

from $1389

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SY - Sun Country Airlines

from $158

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DL - Delta Air Lines Inc.

from $113

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UA - United Airlines

from $157

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LX - SWISS International Air Lines

from $6563

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AS - Alaska Airlines

from $438

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F9 - Frontier Airlines

from $76

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B6 - JetBlue

from $148

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PD - Porter Airlines

from $313

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WN - Southwest Airlines

from $174

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AY - Finnair

from $2493

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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 $76
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Ronald Reagan-DCA

from $90
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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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Airplanes

There are flights to Chicago from Washington D.C. by 13 airlines that use 10 aircraft brands. They range from huge modern airplanes to small-sized.

Airbus A318

from $90

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Canadair Regional Jet 900

from $113

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Airbus A321

from $113

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Airbus A319

from $113

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Boeing 737-100/200

from $116

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Airbus A320

from $116

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Boeing 737-800

from $127

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Boeing 737 MAX 9

from $157

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Boeing 737 MAX 8

from $161

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Embraer 175 (short wing)

from $176

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Top Domestic Destinations from Washington D.C.

You may also consider searching for discounted plane tickets to some other popular places from Washington D.C. within United States.

Washington D.C. — Seattle

from $57

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Washington D.C. — Boston

from $73

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Washington D.C. — Miami

from $70

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Washington D.C. — Chicago

from $65

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Washington D.C. — Orlando

from $76

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Washington D.C. — Atlanta

from $70

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Washington D.C. — Las Vegas

from $70

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Washington D.C. — Los Angeles

from $57

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Washington D.C. — Tampa

from $78

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Washington D.C. — Nashville

from $68

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Top International Destinations from Washington D.C.

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Washington D.C. — London

from $77

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Washington D.C. — Paris

from $63

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Washington D.C. — Toronto

from $72

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Washington D.C. — Cancun

from $66

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Washington D.C. — Tokyo

from $54

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Washington D.C. — Montreal

from $74

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Washington D.C. — Aruba

from $69

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Washington D.C. — Dubai

from $69

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Washington D.C. — Dublin

from $65

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Washington D.C. — Madrid

from $72

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How to book a plane 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.
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