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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 6/19. 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 6/21
Fri 6/28

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In the last 7 days travelers have searched 43,423,329 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
6/10Mon
nonstopSpirit Airlines
4h 27mORD-PDX
$84
6/5Wed
nonstopSpirit Airlines
4h 07mPDX-ORD
6/22Sat
nonstopSpirit Airlines
4h 27mORD-PDX
$87
6/1Sat
2 stops
11h 00mPDX-ORD
6/5Wed
nonstop
4h 27mORD-PDX
$135
6/12Wed
nonstopAlaska Airlines
4h 06mSEA-ORD
6/18Tue
nonstopAlaska Airlines
4h 34mORD-SEA
$149
6/8Sat
2 stops
9h 35mPDX-ORD
6/15Sat
nonstop
4h 27mORD-PDX
$150
8/24Sat
nonstopUnited Airlines
4h 00mSEA-ORD
8/27Tue
nonstopUnited Airlines
4h 37mORD-SEA
$166
7/9Tue
nonstopAlaska Airlines
3h 55mSEA-ORD
7/10Wed
1 stopAlaska Airlines
8h 38mORD-SEA
$173
6/2Sun
1 stopFrontier
8h 21mPDX-MDW
6/12Wed
1 stopFrontier
9h 32mMDW-PDX
$176
9/10Tue
1 stopFrontier
8h 42mSEA-MDW
9/18Wed
1 stopFrontier
9h 53mMDW-SEA
$177
6/4Tue
nonstopUnited Airlines
3h 58mPDX-ORD
6/22Sat
nonstopUnited Airlines
4h 28mORD-PDX
$230

Search by stops

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Recent one-way flight deals

6/19Wed
nonstopSpirit Airlines
4h 07mPDX-ORD
$48
6/6Thu
nonstopSpirit Airlines
4h 07mPDX-ORD
$49
6/13Thu
1 stopAmerican Airlines
9h 36mGEG-ORD
$78
9/13Fri
1 stopAmerican Airlines
8h 53mGEG-ORD
$79
6/1Sat
1 stopFrontier
8h 44mSEA-MDW
$90
6/5Wed
1 stopFrontier
8h 19mPDX-MDW
$90
8/14Wed
nonstopUnited Airlines
3h 58mSEA-ORD
$91
7/16Tue
nonstopUnited Airlines
3h 58mSEA-ORD
$98
5/28Tue
1 stopAlaska Airlines
5h 55mGEG-ORD
$100
7/4Thu
1 stopAlaska Airlines
7h 30mSEA-ORD
$114

Search by stops

Search by airline

Search by price

Last minute flights from Washington to Chicago

Last minute flight, train and bus deals

5/26Sun
nonstopSpirit Airlines
3h 50mPDX-ORD
5/30Thu
nonstopSpirit Airlines
4h 30mORD-PDX
$140
5/26Sun
nonstopSpirit Airlines
3h 50mPDX-ORD
6/2Sun
nonstopSpirit Airlines
4h 30mORD-PDX
$145
5/27Mon
multi-stop
18h 39mPDX-ORD
6/1Sat
nonstop
4h 30mORD-PDX
$151
5/27Mon
multi-stop
18h 39mPDX-ORD
5/31Fri
nonstop
4h 30mORD-PDX
$155
5/23Thu
multi-stopAmerican Airlines
6h 58mGEG-ORD
5/26Sun
multi-stopAmerican Airlines
9h 36mORD-GEG
$168
5/27Mon
multi-stopFrontier
18h 39mPDX-ORD
5/30Thu
multi-stopFrontier
24h 55mORD-PDX
$189
5/25Sat
multi-stopFrontier
11h 01mSEA-MDW
5/29Wed
multi-stopFrontier
27h 02mMDW-SEA
$190
5/27Mon
multi-stopDelta
6h 07mPDX-MDW
6/1Sat
multi-stopDelta
8h 23mMDW-PDX
$302
5/27Mon
multi-stopDelta
6h 07mPDX-MDW
5/31Fri
multi-stopDelta
6h 15mMDW-PDX
$327
5/23Thu
nonstopAmerican Airlines
4h 05mPDX-ORD
5/28Tue
nonstopAmerican Airlines
4h 28mORD-PDX
$333

Search by stops

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Search by price

Flights to Chicago

Return flight deals:

Chicago - Washington

Cabin classes:

$478
$947
$513
$134