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Cheap flights from Seattle to Chicago from C$ 224

SEA — CHI
24 Nov — 1 Dec1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Seattle/Tacoma Intl to Chicago are usually found in February or January, booked 67 days in advance, depart on a Friday or Wednesday and return on a Thursday

Cheap flight deals from Seattle to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Seattle to Chicago

Tue 17/1111:42 p.m. -
Nonstop3h 58m
Fri 20/116:00 a.m. -
Nonstop4h 41m
Deal found 24/10C$ 401
Mon 7/126:30 a.m. -
Nonstop3h 55m
Fri 11/129:45 p.m. -
Nonstop4h 50m
Deal found 23/10C$ 402
Sat 14/118:44 a.m. -
Nonstop4h 16m
Sat 14/116:35 p.m. -
Nonstop4h 54m
Deal found 21/10C$ 403
Tue 10/1111:42 p.m. -
Nonstop3h 58m
Wed 11/117:20 a.m. -
1 stop11h 36m
Deal found 24/10C$ 406
Mon 23/1110:56 p.m. -
Nonstop4h 10m
Thu 26/111:30 p.m. -
Nonstop4h 49m
Deal found 23/10C$ 408
Tue 17/116:30 a.m. -
Nonstop3h 55m
Mon 23/119:45 p.m. -
Nonstop4h 50m
Deal found 23/10C$ 408
Thu 19/119:13 p.m. -
1 stop29h 57m
Thu 26/119:00 a.m. -
Nonstop4h 57m
Deal found 22/10C$ 409
Sat 14/117:45 a.m. -
Nonstop4h 13m
Sat 21/116:40 a.m. -
Nonstop4h 50m
Deal found 21/10C$ 410
Wed 2/126:30 a.m. -
Nonstop3h 55m
Tue 15/128:45 p.m. -
Nonstop4h 50m
Deal found 20/10C$ 410
Thu 12/1112:15 a.m. -
Nonstop3h 50m
Wed 18/118:45 p.m. -
Nonstop4h 50m
Deal found 24/10C$ 413
Mon 9/115:30 a.m. -
Nonstop3h 50m
Tue 17/1110:15 a.m. -
2 stops9h 35m
Deal found 23/10C$ 415
Thu 3/127:00 a.m. -
Nonstop4h 10m
Wed 9/121:30 p.m. -
1 stop9h 31m
Deal found 23/10C$ 416

Find flight deals from Seattle to Chicago

Round-trip from

C$ 401

One-way from

C$ 224

Popular in

June

Cheapest in

February

Average price

C$ 546

Good round-trip deal

C$ 435 or less

Good one-way deal

C$ 474 or less
Alaska Airlines
  • Alaska Airlines
  • 17/11-20/11
  • Nonstop
  • 8h 39m total
  • Seattle to Chicago
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Frontier
  • Frontier
  • 4/12-31/12
  • 2 total stops
  • 20h 01m total
  • Seattle to Chicago
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 84 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 11 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Price to beat on a round-trip flight from Seattle/Tacoma Intl to Chicago (CHI).
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Price to beat on a one-way flight from Seattle/Tacoma Intl to Chicago (CHI).
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Seattle to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SeattleChicago

SEA Seattle/Tacoma Intl - MDW Chicago Midway

SEAMDW

Seattle/Tacoma Intl

Mon 21/12

8:40 p.m.-8:20 a.m.

1 stop9h 40m

Chicago Midway

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 227

SeattleChicago

SEA Seattle/Tacoma Intl - ORD Chicago O'Hare Intl

SEAORD

Seattle/Tacoma Intl

Fri 5/2

10:52 a.m.-5:00 p.m.

Nonstop4h 08m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 231

SeattleChicago

SEA Seattle/Tacoma Intl - ORD Chicago O'Hare Intl

SEAORD

Seattle/Tacoma Intl

Mon 7/12

7:20 a.m.-1:30 p.m.

Nonstop4h 10m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 231

SeattleChicago

SEA Seattle/Tacoma Intl - ORD Chicago O'Hare Intl

SEAORD

Seattle/Tacoma Intl

Fri 12/2

5:45 p.m.-11:46 p.m.

Nonstop4h 01m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 231

SeattleChicago

SEA Seattle/Tacoma Intl - MDW Chicago Midway

SEAMDW

Seattle/Tacoma Intl

Sat 14/11

5:30 a.m.-5:25 p.m.

2 stops9h 55m

Chicago Midway

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 231

SeattleChicago

SEA Seattle/Tacoma Intl - MDW Chicago Midway

SEAMDW

Seattle/Tacoma Intl

Tue 8/12

6:30 a.m.-12:25 p.m.

Nonstop3h 55m

Chicago Midway

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 231

SeattleChicago

SEA Seattle/Tacoma Intl - MDW Chicago Midway

SEAMDW

Seattle/Tacoma Intl

Fri 5/2

6:15 a.m.-12:10 p.m.

Nonstop3h 55m

Chicago Midway

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 231

SeattleChicago

SEA Seattle/Tacoma Intl - ORD Chicago O'Hare Intl

SEAORD

Seattle/Tacoma Intl

Sat 13/2

3:50 p.m.-11:59 p.m.

1 stop6h 09m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 245

SeattleChicago

SEA Seattle/Tacoma Intl - MDW Chicago Midway

SEAMDW

Seattle/Tacoma Intl

Mon 7/12

8:05 a.m.-5:15 p.m.

1 stop7h 10m

Chicago Midway

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 245

SeattleChicago

SEA Seattle/Tacoma Intl - MDW Chicago Midway

SEAMDW

Seattle/Tacoma Intl

Wed 18/11

6:10 a.m.-5:05 p.m.

2 stops8h 55m

Chicago Midway

Wed 31/12

12:00 a.m.-10:00 p.m.

Nonstop0h 00m

C$ 252

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/10

Showing 1-10 of 41 resultsSorted by cheapest first
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Best time to book a flight from Seattle to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Seattle with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Seattle to Chicago

What is the cheapest month to book a flight from Seattle to Chicago?

Currently, February is the cheapest month in which you can book a flight from Seattle to Chicago (average of C$ 335). Flying from Seattle to Chicago in June is currently the most expensive (average of C$ 578). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SEA to CHI?

It’s typically best to fly out from Seattle to Chicago in the afternoon. Doing so could potentially save you 52% on the flight price compared to flying in the morning, which is usually more expensive.

Weekly flight availability from Seattle to Chicago

The most flights from SEA to CHI are scheduled on a Friday (56 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (21 on average).

How much does it cost to fly round-trip from Seattle to Chicago?

Airfare is below average for this route at the moment.
Seattle to Chicago flights typically cost between C$ 415 and C$ 650 in November.
The cheapest round-trip price found within the last 5 days was C$ 401 on Alaska Airlines (17 Nov-20 Nov).

How far ahead should I book a flight from Seattle to Chicago?

To ensure you get the cheapest price possible for a flight from Seattle to Chicago, you should look to book at least 60 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest day to fly from Seattle to Chicago?

Travelers seeking maximum savings on their Seattle to Chicago flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

See what other customers who have flown with Alaska Airlines and American Airlines from Seattle to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
7.9
Good
13,122 reviews
Check prices

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.
Alaska Airlines
7.9
Good
13,122 reviews
Alaska Airlines
7.9
Good
13,122 reviews
Check prices

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.
American Airlines
7.0
Good
12,193 reviews
Alaska Airlines
7.9
Good
13,122 reviews
Check prices

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.5

Comfort

7.8

Entertainment

7.0

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2026

SEA - RNO

There was a delay and my husband needs a wheelchair and we were moved from 1 gate to another.

Related info for your journey

  • What airport do you fly from for flights from Seattle to Chicago?

    Most people fly from Seattle/Tacoma Intl (SEA) if they book a flight from Seattle to Chicago. On average, Seattle/Tacoma Intl has 28 outbound flights to Chicago per day from 1 airline. Seattle/Tacoma Intl is conveniently located just 18.4 km from Seattle’s city centre.

  • How long is the flight from Seattle to Chicago?

    A quick flight from Seattle to Chicago can take about 3h 50m. Delta provides one of the quickest options available for as low as C$ 410. There are 2781 km between Seattle and Chicago. All flights are typically direct.

  • What is the cheapest airline to fly from Seattle to Chicago round-trip?

    Flying on Alaska Airlines is currently your cheapest option to Chicago, with prices starting at C$ 216. Alaska Airlines is 56% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Seattle to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Seattle to Chicago on time: Aer Lingus (85%), Royal Jordanian (84%), Avianca (83%).

  • What are the cheapest flights from Seattle to Chicago?

    On average you can expect to pay C$ 521 for a flight from Seattle to Chicago. The cheapest flight overall is C$ 376 while the most popular route, (Seattle/Tacoma Intl - Chicago O'Hare Intl) is currently priced at C$ 409.

  • Can I find deals for flights from Seattle to Chicago that include hotel bookings?

    Yes. In addition to deals on Seattle to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Seattle to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Seattle to Chicago.

  • Can I find deals for business class flights from Seattle to Chicago?

    Yes. Cheapflights offers flight deals from Seattle to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Seattle to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Seattle to Chicago (average of C$ 335). Flying from Seattle to Chicago in June is currently the most expensive (average of C$ 578). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Seattle to Chicago

Seattle to O'Hare Intl flights

Top airline flying from Seattle to Chicago

AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapestC$ 216AverageC$ 435FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights

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