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

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Cheap Flights from Washington to Chicago

Cheap flights from Washington to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

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

Wed, Oct 28 - Wed, Nov 4

11:59 pm - 6:05 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 06mnonstop

6:49 am - 9:39 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 50mnonstop

$279American Airlines

Wed, Oct 28 - Wed, Nov 25

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

4h 06mnonstop

1:08 pm - 3:59 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 51mnonstop

$279American Airlines

Sat, Dec 5 - Tue, Jan 5

4:58 pm - 5:01 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

34h 03m2 stops Denver Intl Las Vegas Harry Reid Intl

7:30 am - 5:18 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

11h 48m1 stop Las Vegas Harry Reid Intl

$279Frontier

Fri, Nov 6 - Sun, Nov 8

4:27 pm - 12:21 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

5h 54m1 stop Denver Intl

5:15 pm - 6:33 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

27h 18m2 stops Las Vegas Harry Reid Intl Ontario

$279Frontier

Mon, Oct 26 - Mon, Nov 2

5:30 pm - 11:34 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

$279Delta

Tue, Oct 27 - 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

$279Delta

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

Mon, Oct 26 - Sat, Oct 31

5:49 pm - 11:59 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 10mnonstop

3:49 pm - 6:28 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 39mnonstop

$281Alaska Airlines

Wed, Oct 14 - Tue, Oct 20

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

8h 34m1 stop Los Angeles

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

10h 42m1 stop Denver Intl

$302Frontier

Thu, Oct 15 - Thu, Oct 29

9:16 pm - 5:16 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

$305Frontier

Thu, Oct 15 - Thu, Oct 29

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

$392American Airlines

Thu, Oct 15 - Thu, Oct 29

11:59 pm - 6:05 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 06mnonstop

9:55 pm - 12:36 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 41mnonstop

$392American Airlines

Wed, Oct 14 - 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

$395Alaska Airlines

Thu, Oct 15 - Thu, Oct 29

1:40 pm - 11:57 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

8h 17m1 stop Atlanta Hartsfield-Jackson

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

4h 46mnonstop

$402Delta

Thu, Oct 15 - Thu, Oct 29

1:30 pm - 10:05 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

6h 35m1 stop Salt Lake City

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

4h 45mnonstop

$402Delta

Wed, Oct 14 - Tue, Oct 20

8:32 am - 2:53 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 21mnonstop

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

10h 42m1 stop Denver Intl

$417Multiple 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

Wed, Oct 14 - Wed, Oct 21

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

8h 34m1 stop Los Angeles

7:00 am - 9:42 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 42mnonstop

$438Multiple Airlines

Wed, Oct 28 - Wed, Nov 4

11:59 pm - 6:05 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 06mnonstop

6:49 am - 9:39 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 50mnonstop

$279American Airlines

Wed, Oct 28 - Wed, Nov 25

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

4h 06mnonstop

1:08 pm - 3:59 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 51mnonstop

$279American Airlines

Mon, Oct 26 - Mon, Nov 2

5:30 pm - 11:34 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

$279Delta

Tue, Oct 27 - Wed, Nov 4

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

$279Delta

Wed, Oct 28 - Sat, Oct 31

10:33 am - 4:50 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 17mnonstop

7:00 am - 9:42 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 42mnonstop

$281Alaska Airlines

Thu, Oct 29 - Wed, Nov 4

10:33 am - 4:50 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 17mnonstop

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

4h 44mnonstop

$281Alaska Airlines

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

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.