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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 8/18. 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
Wed 7/3
Wed 7/10

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In the last 7 days travelers have searched 41,909,192 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 24% 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, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 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, +79 more

ANA, Aer Lingus, +80 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +80 more

ANA, Aer Lingus, +81 more

See more direct flights
See more direct flights

Book cheap flights from Washington to Chicago

Recent round-trip flight deals

8/18Sun
nonstopSpirit Airlines
4h 01mPDX-ORD
8/27Tue
nonstopSpirit Airlines
4h 24mORD-PDX
$84
9/11Wed
nonstopSpirit Airlines
3h 50mPDX-ORD
9/18Wed
nonstopSpirit Airlines
4h 30mORD-PDX
$85
8/19Mon
nonstop
4h 04mPDX-ORD
8/27Tue
nonstop
4h 24mORD-PDX
$134
8/18Sun
1 stop
15h 20mPDX-ORD
8/27Tue
nonstop
4h 24mORD-PDX
$137
10/29Tue
nonstopAlaska Airlines
3h 53mSEA-ORD
11/2Sat
nonstopAlaska Airlines
4h 41mORD-SEA
$149
9/10Tue
1 stopUnited Airlines
9h 45mSEA-ORD
9/14Sat
nonstopUnited Airlines
4h 33mORD-SEA
$154
8/13Tue
1 stopAlaska Airlines
7h 30mSEA-ORD
8/20Tue
nonstopAlaska Airlines
4h 38mORD-SEA
$168
9/18Wed
1 stopFrontier
9h 04mPDX-MDW
9/25Wed
1 stopFrontier
11h 04mMDW-PDX
$177
9/10Tue
1 stopFrontier
8h 42mSEA-MDW
9/17Tue
1 stopFrontier
11h 25mMDW-SEA
$178
8/20Tue
1 stopUnited Airlines
9h 45mSEA-ORD
8/25Sun
nonstopUnited Airlines
4h 39mORD-SEA
$184

Search by stops

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Search by price

Recent one-way flight deals

8/18Sun
nonstopSpirit Airlines
4h 01mPDX-ORD
$48
6/14Fri
nonstopSpirit Airlines
4h 07mPDX-ORD
$53
9/4Wed
1 stop
24h 00mSEA-RFD
$80
9/21Sat
1 stop
24h 00mSEA-RFD
$85
10/12Sat
nonstopAmerican Airlines
4h 01mPDX-ORD
$89
7/2Tue
1 stopAmerican Airlines
7h 06mGEG-ORD
$89
8/14Wed
1 stopFrontier
8h 42mSEA-MDW
$90
7/4Thu
nonstopAlaska Airlines
4h 04mPDX-ORD
$90
9/9Mon
1 stopFrontier
8h 42mSEA-MDW
$91
7/12Fri
1 stopAlaska Airlines
6h 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

6/8Sat
nonstopSpirit Airlines
4h 07mPDX-ORD
6/21Fri
nonstopSpirit Airlines
4h 27mORD-PDX
$104
6/8Sat
nonstopSpirit Airlines
4h 07mPDX-ORD
6/15Sat
nonstopSpirit Airlines
4h 27mORD-PDX
$116
6/6Thu
multi-stop
13h 48mPDX-ORD
6/9Sun
nonstop
4h 27mORD-PDX
$156
6/3Mon
multi-stopFrontier
11h 14mPDX-MDW
6/8Sat
multi-stopFrontier
12h 19mMDW-PDX
$180
6/8Sat
multi-stopFrontier
21h 41mPDX-ORD
6/15Sat
multi-stopFrontier
27h 45mORD-PDX
$181
6/5Wed
multi-stop
21h 51mPDX-ORD
6/11Tue
multi-stop
14h 52mORD-PDX
$188
6/7Fri
nonstopUnited Airlines
3h 58mPDX-ORD
6/10Mon
nonstopUnited Airlines
4h 28mORD-PDX
$283
6/3Mon
multi-stopAmerican Airlines
8h 20mGEG-ORD
6/6Thu
multi-stopAmerican Airlines
10h 01mORD-GEG
$300
6/4Tue
nonstopUnited Airlines
3h 58mPDX-ORD
6/12Wed
multi-stopUnited Airlines
7h 40mORD-PDX
$343
6/7Fri
multi-stopAmerican Airlines
6h 56mPDX-ORD
6/24Mon
nonstopAmerican Airlines
4h 30mORD-PDX
$376

Search by stops

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Search by price

Flights to Chicago

Return flight deals:

Chicago - Washington

Cabin classes:

$504
$776
$516
$144