Cheap flights from Seattle to Chicago from $159
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Seattle to Chicago departing on 10/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Not ready to book? to track prices.Southwest flights from Seattle to Chicago Midway Airport
Our best Southwest deals on Seattle to Chicago Midway Airport flight tickets
Delta flights from Seattle to Chicago Midway Airport
Our best Delta deals on Seattle to Chicago Midway Airport flight tickets
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Fly from
Fly to
Route
Depart
Return
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Fri 11/6
12:15 am-6:05 am
Nonstop3h 50m
Chicago Midway
Sat 11/14
2:05 pm-4:50 pm
Nonstop4h 45m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Thu 12/10
11:20 am-5:10 pm
Nonstop3h 50m
Chicago Midway
Tue 12/15
10:10 am-12:50 pm
Nonstop4h 40m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Fri 11/6
12:15 am-6:05 am
Nonstop3h 50m
Chicago Midway
Mon 11/9
10:00 pm-12:45 am
Nonstop4h 45m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Thu 11/19
6:30 am-12:25 pm
Nonstop3h 55m
Chicago Midway
Thu 11/26
10:15 am-1:00 pm
Nonstop4h 45m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Sun 11/15
8:09 pm-11:25 am
2 stops13h 16m
Chicago Midway
Wed 11/18
12:27 pm-9:45 am
2 stops23h 18m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Tue 10/20
4:27 pm-2:35 pm
2 stops20h 08m
Chicago Midway
Tue 11/3
12:27 pm-10:59 am
2 stops24h 32m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Fri 11/6
9:35 pm-4:47 pm
2 stops17h 12m
Chicago Midway
Tue 11/10
5:29 pm-3:10 pm
2 stops23h 41m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Fri 11/6
9:45 am-4:47 pm
2 stops29h 02m
Chicago Midway
Sat 11/14
12:30 pm-10:05 am
2 stops23h 35m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Fri 11/6
12:30 pm-4:47 pm
2 stops26h 17m
Chicago Midway
Wed 11/11
5:13 pm-3:10 pm
2 stops23h 57m
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Tue 10/20
4:27 pm-2:35 pm
2 stops20h 08m
Chicago Midway
Thu 10/22
6:40 pm-3:12 pm
2 stops22h 32m
See travel insights to Chicago from
How to get the cheapest flight ticket from Seattle to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Seattle and Chicago Midway Airport?
Prices are currently low for flights on this route.
Typical prices usually range from $327 to $483.The lowest price recently found on this route was $282.
What is the cheapest month to fly to Chicago Midway Airport?
The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Seattle, with most prices found around $317. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Seattle during the month November is also very affordable. Most momondo users find prices during this month for around $366.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Seattle. The lowest ticket price found for a Tuesday departure recently was $437. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Seattle because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $539.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Seattle in the evening is the least expensive time of day to depart. momondo users have found prices as low as $445 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $468. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Seattle/Tacoma Intl to Chicago Midway flight route?
Fly from Seattle/Tacoma Intl to Chicago Midway for the best Seattle/Tacoma Intl - Chicago Midway flight prices
What cabin class options are available on Seattle to Chicago Midway Airport flights?
There is only 1 cabin class available to choose from on Seattle to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Seattle to Chicago Midway Airport flights?
You could potentially save up to 11% on your flight if you consider stops on a Seattle to Chicago Midway Airport flight.
How many flights depart from Seattle to Chicago Midway Airport on average per day?
As of October 2026, 1 flights take off from Seattle and land in Chicago Midway Airport each day. The most common flight departure time for this route is 12:00AM, with 88% of daily flights taking off in the morning.
How many flights depart from Seattle to Chicago Midway Airport on average per week?
9 flights are operational weekly from Seattle to Chicago Midway Airport as of October 2026. The most popular departure day for this route is Sat, with 22% of flights per week taking off on this day.
When to book flights from Seattle to Chicago Midway Airport
Cheap Seattle to Chicago Midway Airport (SEA to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Seattle to Chicago Midway Airport
Frequently asked questions about flying from Seattle to Chicago Midway Airport
How far is Seattle/Tacoma Intl to Chicago Midway by plane?
The distance between Seattle/Tacoma Intl and Chicago Midway is about 1729.4 mi. In terms of flight time, this usually takes a little over 3h 50m.
When did momondo last update prices for flights from Seattle/Tacoma Intl Airport to Chicago Midway Airport?
Prices for flights from Seattle/Tacoma Intl Airport to Chicago Midway Airport refresh daily.
How many operators does momondo search for flights from Seattle/Tacoma Intl Airport to Chicago Midway Airport?
The number of operators available for flights from Seattle/Tacoma Intl Airport to Chicago Midway Airport is 2 as of October 2026.
How old do you have to be to fly from Seattle/Tacoma Intl Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Seattle/Tacoma Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Seattle to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Seattle to Chicago Midway Airport is Boeing 737 (13.92% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (13.59%), Airbus A321neo (13.43%), and Boeing 737-800 (11.33%).
What is the most popular airline from Seattle to Chicago Midway Airport?
Based on momondo bookings for flights between Seattle and Chicago Midway Airport, the leading airline is Southwest, making up 90% of the total bookings. Other popular airlines include Delta with 10%.
Best airlines flying from Seattle to Chicago Midway Airport
Compare and see reviews for airlines that fly from Seattle to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $168 | Free Cancellation | Rating 7.8 8,628 reviews | |||
| PriceFrom $276 | Free Cancellation | Rating 7.9 4,212 reviews |
Southwest Flights From Seattle to Chicago Midway Airport
Southwest is one of the most popular airlines flying from Seattle to Chicago Midway Airport, operating 9 flights/week on average for this route. A good Southwest flight deal for Seattle to Chicago Midway Airport starts from $276 round-trip, up to an average price of $432. Our users have rated Southwest at 7.9/10.
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Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Seattle to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Seattle to Chicago for you.
Can I find flights from Seattle to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Seattle to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Seattle to Chicago?
momondo helps you find the best flight between Seattle and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Seattle to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Seattle to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.