Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

SEA - MDW

$90 Find cheap flights from Seattle to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Seattle to Midway departing on 8/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
qui 7/4
qui 7/11

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Seattle to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Seattle to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,060,346 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from Seattle to Midway (SEA-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Seattle to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:05 pm - 10:42 amSEA-MDW
10h 37m1 stop
11:32 am - 9:05 pmMDW-SEA
11h 33m1 stop
$180Frontier
Find Deal
sáb, ago 17 - sáb, ago 24
7:51 pm - 6:33 amSEA-MDW
8h 42m1 stop
6:05 am - 4:31 pmMDW-SEA
12h 26m1 stop
$183Frontier
Find Deal
ter, ago 20 - seg, ago 26
9:47 pm - 10:42 amSEA-MDW
10h 55m1 stop
6:05 am - 4:31 pmMDW-SEA
12h 26m1 stop
$188Frontier
Find Deal
ter, ago 20 - qua, ago 28
10:06 pm - 10:42 amSEA-MDW
10h 36m1 stop
11:32 am - 8:57 pmMDW-SEA
11h 25m1 stop
$189Frontier
Find Deal
qui, ago 22 - ter, ago 27
7:51 pm - 6:33 amSEA-MDW
8h 42m1 stop
6:00 am - 9:11 pmMDW-SEA
17h 11m1 stop
$190Frontier
Find Deal
qui, set 26 - seg, set 30
10:08 pm - 11:52 amSEA-MDW
11h 44m1 stop
11:32 am - 6:37 pmMDW-SEA
9h 05m1 stop
$194Frontier
Find Deal
seg, set 9 - sex, set 13
7:51 pm - 6:33 amSEA-MDW
8h 42m1 stop
11:32 am - 9:16 pmMDW-SEA
11h 44m1 stop
$198Frontier
Find Deal
qua, ago 14 - dom, ago 18
8:23 pm - 10:42 amSEA-MDW
12h 19m1 stop
11:32 am - 9:05 pmMDW-SEA
11h 33m1 stop
$199Frontier
Find Deal
seg, ago 12 - sáb, ago 17
7:51 pm - 6:33 amSEA-MDW
8h 42m1 stop
6:00 am - 8:37 amMDW-SEA
28h 37m1 stop
$203Frontier
Find Deal
sex, ago 23 - seg, ago 26
10:06 pm - 10:42 amSEA-MDW
10h 36m1 stop
6:05 am - 4:31 pmMDW-SEA
12h 26m1 stop
$206Frontier
Find Deal
qui, ago 15 - seg, ago 19

Flights from Seattle to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Seattle to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Seattle to Chicago Midway Airport?

The average price of all flights from Seattle to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Seattle to Chicago Midway Airport, look for departures on Saturdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Tuesday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Seattle to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Seattle to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Seattle to Chicago Midway Airport is October, where tickets cost $193 on average. On the other hand, the most expensive months are March and August, where the average cost of tickets is $576 and $556 respectively.

How many flights are there between Seattle and Chicago Midway Airport per day?

Each day, there are between 2 and 6 nonstop flights that take off from Seattle and land in Chicago Midway Airport, with an average flight time of 3h 59m. The most common departure time is 5:00 am and most flights take off at night. Each week, there are 30 flights. The most frequent day of departure is Wednesday, when 20% of all weekly flights depart. The fewest flights depart on a Sunday.

Which cabin class options are there for flights between Seattle and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

What’s the earliest departure time from Seattle to Chicago Midway Airport?

Early birds can take the earliest flight from Seattle at 5:10 am and will be landing in Chicago Midway Airport at 11:05 am.

What’s the latest departure time from Seattle to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Seattle to Chicago Midway Airport jets off at 6:45 pm and lands at 12:40 am.

Good to know

Low season

March

High season

May

Cheapest flight

$90
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly with an average 31% increase in price.
Flight from Seattle to Chicago Midway Airport

When to book flights from Seattle to Midway

Are your dates flexible? Find out the best times to travel from Seattle to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Seattle to Chicago Midway Airport flights

  • What is the cheapest flight from Seattle to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Seattle to Chicago Midway Airport was $90 for a one-way ticket and $180 for a round-trip.

  • Do I need a passport to fly between Seattle and Chicago Midway Airport?

    No

  • Which aircraft models fly most regularly from Seattle to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • On which days can I fly direct from Seattle to Chicago Midway Airport?

    There are nonstop flights from Seattle to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Seattle to Chicago, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Seattle to Chicago are Delta and Frontier. With an average price for the route of $591 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $238 and an overall rating of 6.2.

  • How does KAYAK find such low prices on flights from Seattle to Chicago Midway Airport?

    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 Seattle to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Seattle to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Seattle 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 Seattle to Chicago Midway Airport?

    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 Midway Airport with an airline and back to Seattle with another airline. Booking your flights between Seattle and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Seattle to Chicago Midway Airport?

    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 Midway Airport from Seattle up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Seattle to Chicago Midway Airport?

Find which airlines fly direct from Seattle/Tacoma Intl to Midway, which days they fly and book direct flights.

Nonstop departures

Seattle/Tacoma Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Chicago Midway to Seattle/Tacoma Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top airlines flying from Seattle to Midway

 
See real verified KAYAK customer reviews for airlines flying from Seattle to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Seattle to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10392 reviews
7.9Comfort
7.4Food
8.2Boarding
8.0Entertainment
8.6Crew
Airline reviews

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

10.0 ExcellentSash, May 2024SEA - HNL
Read more about Delta reviews

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Had a broken tray in business class. Crew just shrugged it off.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Bag drop off was slow and annoying. Only 2 agents at the entire delta desk, and no one directing traffic for what line to be in, many confused people slowed down the process. Boarding was fine. Seats in Delta comfort plus were fine. Snacks were great! Definitely a bonus. The entertainment system was awful — old, slow, not responsive, and completely unable to play games due to some kind of error. But on the other hand, thank you to Delta for the free WiFi. That made it better.

Flight diverted in SD. Later take off in Seattle by 1.3hrs

Mi primera conexión se retrasó por lo cual perdí mi segunda conexión la cual salió adelantada

Crew was not friendly when I went to request a seat change.

There were choices for the snacks. Good choices and tasty lunch and breakfast as well.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Book cheap flights from Seattle to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Seattle to Chicago found on KAYAK in the last 72 hours.
8/28qua
1 stopFrontier
8h 42mSEA-MDW
$90
9/9seg
1 stopFrontier
8h 42mSEA-MDW
$94
8/24sáb
1 stopFrontier
8h 42mSEA-MDW
$95
8/17sáb
1 stopFrontier
10h 37mSEA-MDW
$96
6/20qui
2 stops
18h 19mSEA-MDW
$216
7/2ter
1 stopDelta
6h 29mSEA-MDW
$218
6/20qui
2 stops
18h 19mSEA-MDW
$220
7/8seg
1 stopDelta
6h 18mSEA-MDW
$255
7/2ter
3 stopsWestJet
22h 22mSEA-MDW
$510
7/4qui
3 stopsWestJet
22h 16mSEA-MDW
$564

Search by stops

Search by airline

Search by price

Last minute flights from Seattle to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Seattle to Chicago that are departing in the next 10 days.
6/8sáb
multi-stopFrontier
11h 45mSEA-MDW
6/13qui
multi-stopFrontier
13h 54mMDW-SEA
$247
6/8sáb
multi-stopFrontier
11h 45mSEA-MDW
6/15sáb
multi-stopFrontier
29h 30mMDW-SEA
$250
6/8sáb
multi-stopFrontier
11h 45mSEA-MDW
6/16dom
multi-stopFrontier
14h 17mMDW-SEA
$253
6/8sáb
multi-stopFrontier
11h 45mSEA-MDW
6/17seg
multi-stopFrontier
10h 14mMDW-SEA
$265
6/6qui
multi-stopDelta
6h 14mSEA-MDW
6/11ter
multi-stopDelta
8h 56mMDW-SEA
$538
6/6qui
multi-stopDelta
6h 14mSEA-MDW
6/10seg
multi-stopDelta
8h 39mMDW-SEA
$567
6/9dom
multi-stop
23h 44mSEA-MDW
6/17seg
multi-stop
20h 45mMDW-SEA
$754
6/9dom
multi-stop
24h 06mSEA-MDW
6/14sex
multi-stop
31h 04mMDW-SEA
$804
6/6qui
multi-stopWestJet
33h 36mSEA-MDW
6/9dom
multi-stopWestJet
31h 20mMDW-SEA
$1,372
6/8sáb
multi-stopWestJet
33h 36mSEA-MDW
6/17seg
multi-stopWestJet
27h 02mMDW-SEA
$1,475

Search by stops

Search by airline

Search by price

Seattle - Chicago Midway Airport Flights

Departure:

Seattle (SEA)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Seattle

Cabin classes: