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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 9/7. 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
Thu 6/27
Thu 7/4

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In the last 7 days travelers have searched 42,816,550 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$48
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 25% 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

9/7Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
9/11Wed
nonstopSpirit Airlines
4h 30mORD-PDX
$83
9/7Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
9/11Wed
nonstopSpirit Airlines
4h 30mORD-PDX
$84
9/6Fri
1 stop
21h 23mPDX-ORD
9/11Wed
nonstop
4h 30mORD-PDX
$135
6/8Sat
2 stops
9h 12mPDX-ORD
6/15Sat
nonstop
4h 27mORD-PDX
$150
7/24Wed
1 stopAlaska Airlines
8h 21mSEA-ORD
8/21Wed
nonstopAlaska Airlines
4h 34mORD-SEA
$170
6/5Wed
1 stopFrontier
10h 54mSEA-ORD
6/11Tue
1 stopFrontier
27h 06mORD-SEA
$178
9/10Tue
1 stopFrontier
8h 42mSEA-MDW
9/17Tue
1 stopFrontier
23h 01mMDW-SEA
$178
6/10Mon
nonstopAlaska Airlines
4h 06mSEA-ORD
6/18Tue
nonstopAlaska Airlines
4h 37mORD-SEA
$179
8/20Tue
nonstopAmerican Airlines
4h 02mPDX-ORD
8/27Tue
nonstopAmerican Airlines
4h 38mORD-PDX
$179
8/13Tue
1 stopAmerican Airlines
7h 04mGEG-ORD
8/20Tue
1 stopAmerican Airlines
7h 49mORD-GEG
$228

Search by stops

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Recent one-way flight deals

9/7Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
$48
6/8Sat
nonstopSpirit Airlines
4h 07mPDX-ORD
$49
8/27Tue
nonstopAmerican Airlines
4h 09mSEA-ORD
$75
10/8Tue
nonstopAlaska Airlines
4h 01mPDX-ORD
$88
8/14Wed
1 stopFrontier
8h 42mSEA-MDW
$90
6/4Tue
1 stopFrontier
7h 05mPDX-MDW
$90
7/25Thu
1 stopSun Country Air
15h 20mPDX-ORD
$101
8/25Sun
1 stopSun Country Air
15h 43mSEA-ORD
$103
10/12Sat
nonstopAmerican Airlines
4h 01mPDX-ORD
$104
9/8Sun
1 stopAlaska Airlines
7h 15mSEA-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

6/1Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
6/5Wed
nonstopSpirit Airlines
4h 27mORD-PDX
$125
6/1Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
6/3Mon
nonstopSpirit Airlines
4h 30mORD-PDX
$141
6/2Sun
multi-stop
22h 25mPDX-ORD
6/6Thu
nonstop
4h 27mORD-PDX
$151
5/30Thu
multi-stop
11h 27mPDX-ORD
6/5Wed
nonstop
4h 27mORD-PDX
$152
5/30Thu
multi-stopFrontier
11h 27mPDX-ORD
6/5Wed
multi-stopFrontier
11h 57mORD-PDX
$180
6/2Sun
multi-stopFrontier
8h 21mPDX-MDW
6/10Mon
multi-stopFrontier
20h 01mMDW-PDX
$182
6/2Sun
multi-stopSun Country Air
15h 19mSEA-ORD
7/2Tue
multi-stopSun Country Air
13h 57mORD-SEA
$292
6/2Sun
multi-stopSun Country Air
15h 19mSEA-ORD
6/10Mon
multi-stopSun Country Air
22h 10mORD-SEA
$315
5/31Fri
multi-stopDelta
8h 45mPDX-ORD
6/5Wed
multi-stopDelta
6h 32mORD-PDX
$327
5/29Wed
multi-stopDelta
7h 50mPDX-MDW
6/1Sat
multi-stopDelta
8h 23mMDW-PDX
$352

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Washington

Cabin classes:

$504
$776
$516
$144