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$48 Find cheap flights from Washington to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 8/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/14
Fri 6/21

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In the last 7 days travelers have searched 42,393,389 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

August

Cheapest flight

$48
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Portland to Chicago O'Hare Airport

FAQs for booking flights from Washington to Chicago

  • How does KAYAK find such low prices on flights from Washington to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Washington to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Washington to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Washington is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Washington to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Washington with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Washington up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Washington to Chicago?

Find which airlines fly direct from Washington to Chicago, which days they fly and book direct flights.

Nonstop departures

Washington to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Washington

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from Washington to Chicago

Recent round-trip flight deals

6/5Wed
nonstopSpirit Airlines
4h 07mPDX-ORD
6/19Wed
nonstopSpirit Airlines
4h 27mORD-PDX
$72
6/12Wed
nonstopSpirit Airlines
4h 07mPDX-ORD
6/19Wed
nonstopSpirit Airlines
4h 27mORD-PDX
$73
6/12Wed
nonstop
4h 07mPDX-ORD
6/21Fri
1 stop
11h 46mORD-PDX
$133
5/30Thu
1 stop
22h 25mPDX-ORD
6/5Wed
nonstop
4h 27mORD-PDX
$134
6/4Tue
nonstopDelta
4h 06mSEA-ORD
6/18Tue
nonstopDelta
4h 30mORD-SEA
$149
6/13Thu
1 stopFrontier
10h 49mSEA-MDW
6/20Thu
1 stopFrontier
13h 54mMDW-SEA
$167
6/10Mon
1 stopFrontier
10h 20mPDX-MDW
6/18Tue
1 stopFrontier
19h 56mMDW-PDX
$167
6/11Tue
nonstopUnited Airlines
3h 58mSEA-ORD
6/15Sat
nonstopUnited Airlines
4h 40mORD-SEA
$172
8/14Wed
nonstopDelta
4h 08mSEA-ORD
8/20Tue
nonstopDelta
4h 29mORD-SEA
$179
10/15Tue
1 stopUnited Airlines
7h 57mSEA-ORD
10/18Fri
1 stopUnited Airlines
8h 37mORD-SEA
$210

Search by stops

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Recent one-way flight deals

8/21Wed
nonstopSpirit Airlines
3h 50mPDX-ORD
$48
6/13Thu
nonstopSpirit Airlines
4h 07mPDX-ORD
$49
6/12Wed
nonstopDelta
4h 04mSEA-ORD
$75
8/21Wed
1 stopUnited Airlines
9h 45mSEA-ORD
$80
6/3Mon
1 stopFrontier
7h 50mSEA-MDW
$85
5/29Wed
1 stopFrontier
8h 36mPDX-MDW
$85
5/30Thu
1 stopSun Country Air
15h 33mSEA-ORD
$86
7/8Mon
1 stopSun Country Air
16h 00mSEA-ORD
$101
5/31Fri
nonstopDelta
4h 05mSEA-ORD
$105
6/27Thu
nonstopUnited Airlines
3h 58mPDX-ORD
$136

Search by stops

Search by airline

Search by price

Last minute flights from Washington to Chicago

Last minute flight, train and bus deals

5/20Mon
nonstopSpirit Airlines
3h 50mPDX-ORD
5/22Wed
nonstopSpirit Airlines
4h 30mORD-PDX
$110
5/20Mon
nonstopSpirit Airlines
3h 50mPDX-ORD
5/23Thu
nonstopSpirit Airlines
4h 30mORD-PDX
$119
5/20Mon
nonstop
3h 50mPDX-ORD
5/22Wed
multi-stop
14h 03mORD-PDX
$153
5/20Mon
nonstop
3h 50mPDX-ORD
5/27Mon
multi-stop
18h 22mORD-PDX
$159
5/20Mon
multi-stopFrontier
11h 06mPDX-MDW
6/22Sat
multi-stopFrontier
12h 19mMDW-PDX
$170
5/20Mon
multi-stopFrontier
11h 06mPDX-MDW
5/28Tue
multi-stopFrontier
24h 10mMDW-PDX
$172
5/16Thu
nonstopAmerican Airlines
4h 06mPDX-ORD
5/28Tue
nonstopAmerican Airlines
4h 28mORD-PDX
$293
5/20Mon
multi-stopDelta
6h 50mPDX-ORD
5/29Wed
multi-stopDelta
6h 12mORD-PDX
$312
5/17Fri
multi-stopDelta
8h 45mPDX-ORD
5/27Mon
multi-stopDelta
7h 17mORD-PDX
$327
5/20Mon
multi-stopAmerican Airlines
8h 10mPDX-ORD
5/20Mon
nonstopAmerican Airlines
4h 28mORD-PDX
$337

Search by stops

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Search by price

Flights to Chicago

Return flight deals:

Chicago - Washington

Cabin classes:

$598
$776
$454
$129