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.

$135 CHEAP FLIGHTS from Washington to Chicago

Save 19% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals

Cheap Flights from Washington to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Washington to Chicago

Mon, Nov 16 - Wed, Dec 2

9:37 am - 5:13 amBLI Bellingham-ORD Chicago O'Hare Intl

17h 36m1 stop Las Vegas Harry Reid Intl

6:21 am - 9:01 amORD Chicago O'Hare Intl-BLI Bellingham

28h 40m1 stop Las Vegas Harry Reid Intl

$237Multiple Airlines

Mon, Nov 16 - Wed, Dec 2

8:59 pm - 12:21 amBLI Bellingham-ORD Chicago O'Hare Intl

25h 22m2 stops Las Vegas Harry Reid Intl Denver Intl

6:21 am - 9:01 amORD Chicago O'Hare Intl-BLI Bellingham

28h 40m1 stop Las Vegas Harry Reid Intl

$269Multiple Airlines

Thu, Nov 5 - Sun, Nov 8

9:13 pm - 5:13 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

30h 00m1 stop Las Vegas Harry Reid Intl

5:15 pm - 9:45 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

18h 30m1 stop Las Vegas Harry Reid Intl

$280Frontier

Thu, Oct 29 - Wed, Nov 4

10:50 am - 12:21 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

35h 31m2 stops Ontario Denver Intl

6:30 am - 3:12 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

10h 42m1 stop Denver Intl

$280Frontier

Wed, Oct 28 - Sat, Oct 31

3:14 pm - 9:29 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 15mnonstop

12:55 pm - 3:43 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 48mnonstop

$281American Airlines

Wed, Dec 2 - Wed, Dec 2

6:20 am - 12:26 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 06mnonstop

9:50 pm - 12:47 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 57mnonstop

$281American Airlines

Wed, Oct 28 - Wed, Nov 4

11:56 am - 6:20 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 24mnonstop

9:30 am - 12:14 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 44mnonstop

$281Alaska Airlines

Sat, Oct 31 - Wed, Nov 4

11:59 pm - 6:00 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 01mnonstop

3:59 pm - 6:48 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 49mnonstop

$281Alaska Airlines

Sat, Oct 31 - Mon, Nov 2

5:50 pm - 11:54 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 04mnonstop

5:30 pm - 8:16 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 46mnonstop

$281Delta

Mon, Oct 26 - Tue, Nov 3

5:30 pm - 11:34 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 04mnonstop

4:00 pm - 6:44 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 44mnonstop

$281Delta

Recent last minute flight deals from Washington to Chicago

Thu, Oct 8 - Sun, Oct 11

9:16 pm - 5:16 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

30h 00m1 stop Las Vegas Harry Reid Intl

6:30 am - 3:12 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

10h 42m1 stop Denver Intl

$364Frontier

Sat, Oct 10 - Tue, Oct 13

8:00 pm - 6:34 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

8h 34m1 stop Los Angeles

8:01 pm - 6:45 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

24h 44m1 stop Los Angeles

$378Frontier

Fri, Oct 9 - Tue, Nov 10

5:39 pm - 11:45 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 06mnonstop

9:53 pm - 12:35 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 42mnonstop

$392American Airlines

Fri, Oct 9 - Tue, Nov 10

8:00 pm - 6:34 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

8h 34m1 stop Los Angeles

9:30 am - 12:14 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 44mnonstop

$394Multiple Airlines

Mon, Oct 12 - Sat, Oct 17

12:42 pm - 11:59 pmGEG Spokane-ORD Chicago O'Hare Intl

9h 17m1 stop Seattle/Tacoma Intl

2:14 pm - 6:49 pmORD Chicago O'Hare Intl-GEG Spokane

6h 35m1 stop Portland

$432Alaska Airlines

Tue, Oct 13 - Sat, Oct 17

5:07 am - 1:18 pmGEG Spokane-ORD Chicago O'Hare Intl

6h 11m1 stop Portland

2:14 pm - 6:49 pmORD Chicago O'Hare Intl-GEG Spokane

6h 35m1 stop Portland

$435Alaska Airlines

Fri, Oct 9 - Tue, Nov 10

8:00 pm - 6:34 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

8h 34m1 stop Los Angeles

7:20 am - 8:27 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

15h 07m1 stop San Diego

$439Multiple Airlines

Tue, Oct 13 - Sat, Oct 17

1:00 pm - 11:34 pmGEG Spokane-ORD Chicago O'Hare Intl

8h 34m1 stop Seattle/Tacoma Intl

8:29 am - 4:58 pmORD Chicago O'Hare Intl-GEG Spokane

10h 29m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$480Delta

Tue, Oct 13 - Sat, Oct 17

11:18 am - 10:05 pmGEG Spokane-ORD Chicago O'Hare Intl

8h 47m2 stops Seattle/Tacoma Intl Salt Lake City

9:59 am - 4:14 pmORD Chicago O'Hare Intl-GEG Spokane

8h 15m2 stops Minneapolis St Paul Salt Lake City

$485Delta

Fri, Oct 9 - Tue, Oct 13

2:45 pm - 12:35 amGEG Spokane-ORD Chicago O'Hare Intl

7h 50m1 stop Phoenix Sky Harbor Intl

9:44 am - 11:50 amORD Chicago O'Hare Intl-GEG Spokane

4h 06mnonstop

$502American Airlines

Recent direct flight deals from Washington to Chicago

Wed, Dec 2 - Wed, Dec 2

6:20 am - 12:26 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 06mnonstop

9:50 pm - 12:47 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 57mnonstop

$281American Airlines

Wed, Oct 28 - Sat, Oct 31

3:14 pm - 9:29 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 15mnonstop

12:55 pm - 3:43 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 48mnonstop

$281American Airlines

Wed, Oct 28 - Wed, Nov 4

11:56 am - 6:20 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 24mnonstop

9:30 am - 12:14 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 44mnonstop

$281Alaska Airlines

Sat, Oct 31 - Wed, Nov 4

11:59 pm - 6:00 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 01mnonstop

3:59 pm - 6:48 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 49mnonstop

$281Alaska Airlines

Tue, Oct 27 - Sat, Oct 31

10:39 am - 4:53 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 14mnonstop

6:35 am - 9:20 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 45mnonstop

$281Delta

Sat, Oct 31 - Thu, Nov 5

7:45 am - 2:00 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 15mnonstop

5:30 pm - 8:16 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 46mnonstop

$281Delta

Tue, Oct 27 - Thu, Oct 29

7:00 am - 1:10 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 10mnonstop

9:25 am - 12:19 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 54mnonstop

$281United Airlines

Thu, Nov 12 - Mon, Nov 16

10:56 pm - 5:06 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 10mnonstop

8:20 pm - 11:07 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 47mnonstop

$281United Airlines

Fri, Nov 6 - Sat, Nov 14

12:15 am - 6:05 amSEA Seattle/Tacoma Intl-MDW Chicago Midway

3h 50mnonstop

2:05 pm - 4:50 pmMDW Chicago Midway-SEA Seattle/Tacoma Intl

4h 45mnonstop

$282Southwest

Thu, Dec 10 - Tue, Dec 15

11:20 am - 5:10 pmSEA Seattle/Tacoma Intl-MDW Chicago Midway

3h 50mnonstop

10:10 am - 12:50 pmMDW Chicago Midway-SEA Seattle/Tacoma Intl

4h 40mnonstop

$282Southwest

Useful Info

Low season	February
High season	July
Cheapest flight	$135

Best time to beat the crowds with an average 30% drop in price.

Most popular time to fly and prices are also 11% lower on average.

Flight from Spokane to Chicago Midway Airport

Verified travelerFlew with Alaska Airlines-Aug 2026

Be prepared to have a very difficult time checking in if you are not technology savvy. I could not figure out how to check in. It made me scan with my phone to check in, but I couldn’t figure out how to do it and then an employer was there pushed buttons on the kiosk and printed up a boarding pass. Where did customer service go?! and then, we had to wait in a huge long long long line just to drop off the bag. Be certain you give yourself extra time for all of this chaos. Flying is getting worse and worse every time I fly.

Verified travelerFlew with United Airlines-Jul 2024

Budget if you’re planning on shopping for meals or souvenirs at Sea-Tac, it’s not cheap.

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.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Chesterton

Schererville

Munster

Porter

Monticello

Saint John

Griffith

More options for your flight to Chicago

Add a hotel or car rental

Cabin class

Direct Flights

Origins

Other airports

Other destinations

Return flight

Complete your trip to Chicago with a hotel stay or car rental

Car rentals in Chicago

$135 Find Cheap Flights from Washington to Chicago - Compare and Save

Cheap Flights from Washington to Chicago

Recent round-trip flight deals from Washington to Chicago

Recent one-way flight deals from Washington to Chicago

Recent last minute flight deals from Washington to Chicago

Recent direct flight deals from Washington to Chicago

Good to know

Low season

High season

Cheapest flight

Flights from Washington to Chicago: the best tips from KAYAK users

FAQs for booking flights from Washington to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Washington

Find direct flights for Chicago

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight