Cheap flights from Seattle to Chicago from $55
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 9/16. 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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Frontier flights from Seattle to Chicago Midway Airport
Our best Frontier 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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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 cheapest month to fly to Chicago Midway Airport?
The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Seattle, with most prices found around $284. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Seattle during the month July is also very affordable. Most momondo users find prices during this month for around $307.
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 $423. 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 $532.
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 $415 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $458. 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/Tacoma Intl to Chicago Midway flights?
There are 1 cabin classes available to choose from on Seattle/Tacoma Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How have Seattle to Chicago Midway Airport flight prices changed over time?
What is the cheapest airline that flies from Seattle/Tacoma Intl to Chicago Midway?
Southwest, Frontier, and Delta are the most popular carriers operating from Seattle/Tacoma Intl to Chicago Midway
What airlines fly to Chicago Midway Airport?
Southwest, Delta and Frontier are the top three most popular airlines that fly to Chicago Midway Airport from Seattle according to our data. Southwest is the first choice among our users, with 80% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Seattle to Chicago Midway Airport on average per day?
As of June 2025, 2 flights take off from Seattle and land in Chicago Midway Airport each day. The most common flight departure time for this route is 10:00PM, with 40% of daily flights taking off at noon.
How many flights depart from Seattle to Chicago Midway Airport on average per week?
17 flights are operational weekly from Seattle to Chicago Midway Airport as of June 2025. The most popular departure day for this route is Mon, with 18% 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
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 55m.
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 3 as of June 2025.
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 MAX 9 (17.00% of total bookings). The next most popular plane models are Boeing 737-900 Passenger/BBJ3 (winglets) (16.07%), Boeing 737-800 (14.67%), and Boeing 737-800 Passenger/BBJ2 (winglets) (11.18%).
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 80% of the total bookings. Other popular airlines include Delta with 11% and Frontier with 8%.
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 $143 | Free Cancellation | Rating 5.9 3,301 reviews | |||
| PriceFrom $172 | Free Cancellation | Rating 8.0 7,964 reviews | |||
| PriceFrom $188 | Free Cancellation | Rating 8.0 4,280 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 17 flights/week on average for this route. A good Southwest flight deal for Seattle to Chicago Midway Airport starts from $188 round-trip, up to an average price of $395. Our users have rated Southwest at 8.0/10.
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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.