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.

$136 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

Wed, Nov 11 - Fri, Nov 13

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

5h 54m1 stop Denver Intl

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

10h 42m1 stop Denver Intl

$279Frontier

Wed, Nov 18 - Tue, Nov 24

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

5h 54m1 stop Denver Intl

5:15 am - 12:37 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

9h 22m1 stop Las Vegas Harry Reid Intl

$279Frontier

Wed, Nov 11 - Wed, Nov 18

8:44 am - 3:00 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 16mnonstop

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

10h 42m1 stop Denver Intl

$283Multiple Airlines

Thu, Nov 12 - Sat, Nov 14

5:51 pm - 11:59 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 08mnonstop

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

10h 42m1 stop Denver Intl

$283Multiple Airlines

Sun, Nov 8 - Wed, Nov 11

5:30 am - 11:20 amSEA Seattle/Tacoma Intl-MDW Chicago Midway

3h 50mnonstop

5:50 am - 1:00 pmMDW Chicago Midway-SEA Seattle/Tacoma Intl

9h 10m1 stop Las Vegas Harry Reid Intl

$287Southwest

Wed, Nov 4 - Wed, Nov 11

2:05 pm - 12:15 amSEA Seattle/Tacoma Intl-MDW Chicago Midway

8h 10m1 stop Las Vegas Harry Reid Intl

8:45 pm - 11:35 pmMDW Chicago Midway-SEA Seattle/Tacoma Intl

4h 50mnonstop

$287Southwest

Mon, Nov 2 - Mon, Nov 9

5:51 pm - 11:59 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 08mnonstop

12:58 pm - 3:36 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 38mnonstop

$287Alaska Airlines

Thu, Nov 19 - Tue, Nov 24

7:15 am - 5:27 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

8h 12m1 stop Los Angeles

6:40 am - 9:30 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 50mnonstop

$287Delta

Tue, Dec 1 - Sat, Dec 5

5:50 pm - 11:57 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 07mnonstop

12:32 pm - 5:30 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

6h 58m1 stop Minneapolis St Paul

$287Delta

Sun, Nov 1 - Wed, Nov 4

11:42 pm - 5:40 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

3h 58mnonstop

6:35 pm - 9:29 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 54mnonstop

$293Alaska Airlines

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

$364Frontier

Mon, Oct 19 - Wed, Oct 21

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

$364Frontier

Thu, Oct 15 - Mon, Oct 19

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

4h 04mnonstop

5:46 pm - 8:28 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 42mnonstop

$405Alaska Airlines

Thu, Oct 15 - Mon, Oct 19

11:41 pm - 5:40 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

3h 59mnonstop

5:30 pm - 11:59 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

8h 29m1 stop Minneapolis St Paul

$408Alaska Airlines

Tue, Oct 20 - Tue, Nov 3

12:49 pm - 11:00 pmGEG Spokane-ORD Chicago O'Hare Intl

8h 11m1 stop Dallas/Fort Worth

11:11 am - 1:23 pmORD Chicago O'Hare Intl-GEG Spokane

4h 12mnonstop

$409American Airlines

Tue, Oct 20 - Tue, Nov 3

6:30 am - 6:02 pmGEG Spokane-ORD Chicago O'Hare Intl

9h 32m1 stop Phoenix Sky Harbor Intl

10:10 am - 4:39 pmORD Chicago O'Hare Intl-GEG Spokane

8h 29m1 stop Phoenix Sky Harbor Intl

$419American Airlines

Sat, Oct 17 - Sat, Oct 31

5:50 pm - 11:54 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

$433Delta

Tue, Oct 20 - Tue, Oct 27

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

8h 34m1 stop Los Angeles

9:00 am - 11:44 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 44mnonstop

$438Multiple Airlines

Mon, Oct 19 - 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

Tue, Oct 20 - Sun, Nov 1

9:53 am - 8:30 pmGEG Spokane-ORD Chicago O'Hare Intl

8h 37m2 stops Salt Lake City Detroit Metropolitan Wayne County

7:35 am - 12:19 pmORD Chicago O'Hare Intl-GEG Spokane

6h 44m1 stop Salt Lake City

$442Delta

Mon, Nov 2 - Mon, Nov 9

5:51 pm - 11:59 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 08mnonstop

12:58 pm - 3:36 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 38mnonstop

$287Alaska Airlines

Sun, Nov 1 - Wed, Nov 4

11:42 pm - 5:40 amSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

3h 58mnonstop

6:35 pm - 9:29 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 54mnonstop

$293Alaska Airlines

Wed, Oct 28 - Wed, Nov 4

12:10 am - 6:05 amSEA Seattle/Tacoma Intl-MDW Chicago Midway

3h 55mnonstop

8:45 pm - 11:35 pmMDW Chicago Midway-SEA Seattle/Tacoma Intl

4h 50mnonstop

$297Southwest

Wed, Nov 11 - Mon, Nov 16

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

3h 50mnonstop

8:45 pm - 11:35 pmMDW Chicago Midway-SEA Seattle/Tacoma Intl

4h 50mnonstop

$297Southwest

Sat, Nov 14 - Tue, Nov 17

10:47 am - 4:59 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 12mnonstop

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

4h 42mnonstop

$317American Airlines

Tue, Nov 24 - Tue, Dec 1

5:24 pm - 11:45 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 21mnonstop

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

4h 51mnonstop

$317American Airlines

Mon, Nov 2 - Mon, Nov 9

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

4h 04mnonstop

5:55 pm - 8:38 pmORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 43mnonstop

$317Delta

Thu, Nov 12 - Tue, Nov 17

10:39 am - 4:47 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 08mnonstop

6:40 am - 9:30 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 50mnonstop

$317Delta

Mon, Nov 9 - Tue, Nov 17

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

$317United Airlines

Wed, Jan 13 - Wed, Jan 20

10:52 am - 5:00 pmSEA Seattle/Tacoma Intl-ORD Chicago O'Hare Intl

4h 08mnonstop

9:00 am - 11:58 amORD Chicago O'Hare Intl-SEA Seattle/Tacoma Intl

4h 58mnonstop

$317United Airlines

Low season	February
High season	July
Cheapest flight	$136

Best time to beat the crowds with an average 32% drop in price.

Most popular time to fly and prices are also 14% lower on average.

Flight from Spokane to Chicago O'Hare 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.