MDW - SEA

$99 Find Cheap Flights from Chicago Midway Airport to Seattle

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Seattle departing on 11/27. 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
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Seattle

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Seattle, 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 Chicago to Seattle, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Seattle (MDW-SEA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Seattle 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Seattle

Thu, Oct 23 - Mon, Oct 27
Frontier Logo
6:24 pm - 7:33 amMDW-SEA
15h 09m1 stop
Frontier Logo
10:16 am - 11:20 pmSEA-MDW
11h 04m1 stop
$168Frontier
Find Deal
Fri, Oct 3 - Fri, Oct 10
Frontier Logo
4:48 pm - 12:30 amMDW-SEA
9h 42m1 stop
Frontier Logo
10:16 am - 11:20 pmSEA-MDW
11h 04m1 stop
$181Frontier
Find Deal
Thu, Oct 30 - Thu, Nov 6
Frontier Logo
12:30 pm - 12:13 pmMDW-SEA
25h 43m1 stop
Frontier Logo
1:08 pm - 11:30 amSEA-MDW
20h 22m1 stop
$182Frontier
Find Deal
Fri, Oct 17 - Mon, Oct 20
Frontier Logo
6:24 pm - 12:07 pmMDW-SEA
19h 43m1 stop
Frontier Logo
2:31 pm - 12:24 amSEA-MDW
7h 53m1 stop
$183Frontier
Find Deal
Mon, Sep 29 - Fri, Oct 3
Frontier Logo
4:48 pm - 12:30 amMDW-SEA
9h 42m1 stop
Frontier Logo
6:12 am - 3:53 pmSEA-MDW
7h 41m1 stop
$191Frontier
Find Deal
Sat, Oct 25 - Fri, Oct 31
Southwest Logo
9:15 am - 11:50 amMDW-SEA
4h 35mnonstop
Southwest Logo
5:45 am - 11:45 amSEA-MDW
4h 00mnonstop
$194Southwest
Find Deal
Mon, Sep 29 - Thu, Oct 2
Frontier Logo
4:48 pm - 12:30 amMDW-SEA
9h 42m1 stop
Frontier Logo
6:12 am - 11:41 pmSEA-MDW
15h 29m2 stops
$198Frontier
Find Deal
Fri, Oct 10 - Sun, Oct 12
Frontier Logo
6:24 pm - 12:07 pmMDW-SEA
19h 43m1 stop
Frontier Logo
8:43 pm - 9:31 amSEA-MDW
10h 48m1 stop
$200Frontier
Find Deal
Thu, Oct 30 - Thu, Nov 6
Frontier Logo
12:30 pm - 12:13 pmMDW-SEA
25h 43m1 stop
Frontier Logo
1:08 pm - 11:30 amSEA-MDW
20h 22m1 stop
$203Frontier
Find Deal
Sat, Oct 25 - Fri, Oct 31
Southwest Logo
5:00 am - 11:10 amMDW-SEA
8h 10m1 stop
Southwest Logo
5:45 am - 11:45 amSEA-MDW
4h 00mnonstop
$204Southwest
Find Deal

Everything you should know

Top airlines
Frontier
Cheapest • from $168 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 38% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 47% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$168
Overall average: $450
Frontier
Thu 10/23Mon 10/27
MDW - SEA • 1 stop
Cheapest non-stop
$194
Typical prices: $450-518
Southwest
Sat 10/25Fri 10/31
MDW - SEA • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Seattle!
Booking Insights

KAYAK's insights & trends for Midway to Seattle flights

Get data-powered insights and trends into flights from Midway to Seattle 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 Chicago Midway Airport to Seattle?

The average price of all round-trip flights from Chicago Midway Airport to Seattle clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Seattle on a Wednesday and more expensive on a Thursday. On your return trip to Chicago Midway Airport, you should consider flying back on a Wednesday, and avoid Sundays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Seattle, 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 Chicago Midway Airport to Seattle is January, where tickets cost $199 (return) on average. On the other hand, the most expensive months are July and June, where the average cost of round-trip tickets is $532 and $497 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Seattle?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $249, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago Midway Airport to Seattle?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Seattle, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Seattle, you should book around 3 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$99
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly with an average 41% increase in price.
Flight from Chicago Midway Airport to Seattle

When to book flights from Midway to Seattle

Are your dates flexible? Find out the best times to travel from Midway to Seattle 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 Chicago Midway Airport to Seattle flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Seattle was $99 for a one-way ticket and $168 for a round-trip.

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

    No

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Seattle?

    American Airlines, Hawaiian Airlines, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Chicago Midway Airport to Seattle flight route.

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

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Seattle flight route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Seattle are Southwest and Delta. With an average price for the route of $417 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $314 and an overall rating of 7.9.

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

    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 Chicago Midway Airport to Seattle.

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

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

    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 Seattle with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and SEA 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 Chicago Midway Airport to Seattle?

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

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Seattle

  • Looking for a cheap flight? 25% of our users found flights on this route for $208 or less one-way and $189 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Seattle?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Seattle/Tacoma Intl.
Find which airlines fly direct from Chicago Midway Airport to Seattle/Tacoma Intl Airport, which days they fly and book direct flights.

Direct departures

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

Direct returns

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

Reviews of the top 3 airlines serving from Midway to Seattle

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Seattle. 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 Midway to Seattle? 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
SouthwestOverall score based on 4242 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Everything you need to know for your flight from Midway to Seattle

Information on your arrival and departure airports

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