Find flights
When to book
FAQs & Tips
Direct Flights
Deals

$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 10/5. 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
Sat 6/15
Sat 6/22

Search hundreds of travel sites at once for deals on flights to Chicago

In the last 7 days travelers have searched 42,211,976 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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
6/12Wed
nonstopSpirit Airlines
4h 27mORD-PDX
$68
6/12Wed
nonstopSpirit Airlines
4h 07mPDX-ORD
6/19Wed
nonstopSpirit Airlines
4h 27mORD-PDX
$73
6/5Wed
2 stops
11h 23mPDX-ORD
6/12Wed
nonstop
4h 27mORD-PDX
$130
6/5Wed
nonstop
4h 07mPDX-ORD
6/9Sun
1 stop
26h 45mORD-PDX
$134
6/5Wed
nonstopAlaska Airlines
4h 15mSEA-ORD
6/12Wed
nonstopAlaska Airlines
4h 35mORD-SEA
$149
5/30Thu
1 stopFrontier
9h 45mSEA-ORD
6/6Thu
1 stopFrontier
26h 33mORD-SEA
$167
5/28Tue
1 stopFrontier
12h 55mSEA-MDW
6/18Tue
1 stopFrontier
27h 06mMDW-SEA
$167
6/12Wed
nonstopAlaska Airlines
4h 04mSEA-ORD
6/17Mon
nonstopAlaska Airlines
4h 37mORD-SEA
$179
7/5Fri
1 stopSun Country Air
9h 34mSEA-ORD
7/8Mon
1 stopSun Country Air
17h 07mORD-SEA
$186
6/13Thu
1 stopSun Country Air
9h 34mSEA-ORD
6/21Fri
1 stopSun Country Air
14h 51mORD-SEA
$205

Search by stops

Search by airline

Search by price

Recent one-way flight deals

10/5Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
$48
5/25Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
$49
6/5Wed
nonstopDelta
4h 06mSEA-ORD
$75
8/20Tue
1 stopUnited Airlines
9h 45mSEA-ORD
$80
6/1Sat
1 stopFrontier
9h 18mSEA-ORD
$85
6/3Mon
1 stopFrontier
7h 50mSEA-MDW
$85
6/11Tue
nonstopAlaska Airlines
4h 05mPDX-ORD
$90
6/7Fri
nonstopAlaska Airlines
4h 06mSEA-ORD
$105
6/13Thu
1 stopDelta
6h 21mPDX-ORD
$108
7/31Wed
nonstopUnited Airlines
3h 58mPDX-ORD
$131

Search by stops

Search by airline

Search by price

Last minute flights from Washington to Chicago

Last minute flight, train and bus deals

5/18Sat
nonstopSpirit Airlines
3h 50mPDX-ORD
5/22Wed
nonstopSpirit Airlines
4h 30mORD-PDX
$125
5/19Sun
nonstopSpirit Airlines
3h 50mPDX-ORD
5/25Sat
nonstopSpirit Airlines
4h 30mORD-PDX
$141
5/20Mon
nonstop
3h 50mPDX-ORD
5/22Wed
multi-stop
14h 03mORD-PDX
$153
5/21Tue
multi-stopFrontier
26h 59mSEA-ORD
6/3Mon
multi-stopFrontier
26h 29mORD-SEA
$167
5/21Tue
multi-stopFrontier
12h 55mSEA-MDW
6/3Mon
multi-stopFrontier
14h 28mMDW-SEA
$179
5/21Tue
multi-stop
22h 25mPDX-ORD
5/29Wed
nonstop
4h 30mORD-PDX
$191
5/21Tue
nonstopAlaska Airlines
4h 05mPDX-ORD
6/22Sat
nonstopAlaska Airlines
4h 20mORD-PDX
$270
5/21Tue
nonstopUnited Airlines
4h 00mSEA-ORD
6/3Mon
nonstopUnited Airlines
4h 37mORD-SEA
$294
5/21Tue
multi-stopUnited Airlines
8h 04mSEA-ORD
6/3Mon
nonstopUnited Airlines
4h 37mORD-SEA
$304
5/19Sun
nonstopAlaska Airlines
4h 06mSEA-ORD
6/1Sat
nonstopAlaska Airlines
4h 27mORD-SEA
$394

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Washington

Cabin classes:

$598
$776
$454
$129