$162+ Cheap flights from Seattle (SEA) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — MDW
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Seattle to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Seattle to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Seattle to MidwayExplore the most affordable flight options available from Seattle to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Seattle to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:15 pm -
1 stop7h 40m
Tue 12/810:15 am -
2 stops9h 35m
Deal found 10/30![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:15 am -
Nonstop3h 50m
Wed 1/610:20 am -
Nonstop4h 50m
Deal found 10/29![Southwest logo]()
$283
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:40 pm -
2 stops11h 05m
Wed 11/188:45 pm -
Nonstop4h 50m
Deal found 10/26![Southwest logo]()
$284
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:30 am -
Nonstop3h 55m
Mon 12/78:45 pm -
1 stop13h 45m
Deal found 10/28![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:30 am -
Nonstop3h 50m
Tue 12/18:45 pm -
Nonstop4h 50m
Deal found 10/27![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:35 pm -
1 stop5h 55m
Sat 12/512:50 pm -
2 stops11h 00m
Deal found 10/28![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:15 pm -
1 stop7h 25m
Wed 12/28:45 pm -
Nonstop4h 50m
Deal found 10/28![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:05 pm -
1 stop8h 10m
Tue 12/810:15 am -
2 stops9h 35m
Deal found 10/28![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:40 pm -
2 stops11h 05m
Wed 12/910:15 am -
2 stops9h 35m
Deal found 10/30![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:30 am -
Nonstop3h 55m
Wed 11/256:30 pm -
1 stop6h 40m
Deal found 10/27![Southwest logo]()
$299
Best flights from Seattle to MidwayDiscover carefully curated flight deals from Seattle to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Seattle to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/2612:45 pm -
1 stop7h 40m
Thu 2/1110:10 am -
Nonstop4h 50m
Deal found 10/29![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:05 pm -
1 stop8h 10m
Tue 12/1510:15 am -
2 stops10h 20m
Deal found 10/28![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:10 am -
2 stops8h 55m
Wed 11/188:45 pm -
1 stop13h 45m
Deal found 10/26![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3012:15 am -
Nonstop3h 50m
Fri 12/41:20 pm -
2 stops11h 30m
Deal found 10/26![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:40 am -
Nonstop3h 45m
Thu 12/310:10 am -
Nonstop4h 40m
Deal found 10/29![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/128:55 am -
1 stop11h 55m
Wed 12/2310:30 pm -
Nonstop4h 50m
Deal found 10/27![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/316:30 am -
Nonstop3h 55m
Mon 1/49:45 pm -
Nonstop4h 50m
Deal found 10/27![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:05 am -
1 stop7h 10m
Sun 12/139:45 pm -
Nonstop4h 50m
Deal found 10/27![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:15 am -
Nonstop3h 50m
Mon 11/239:45 pm -
Nonstop4h 50m
Deal found 10/25![Southwest logo]()
$329
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:30 am -
Nonstop3h 50m
Fri 12/410:00 am -
2 stops13h 40m
Deal found 10/28![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/128:20 am -
Nonstop4h 00m
Sun 12/205:00 pm -
2 stops8h 10m
Deal found 10/29![Southwest logo]()
$368
Last-minute flights from Seattle to MidwayDiscover last-minute flight deals from Seattle to Midway. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Seattle to Midway. Data last updated October 30, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:15 pm -
1 stop7h 40m
Mon 11/233:35 pm -
1 stop11h 45m
Deal found 10/26![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:40 pm -
2 stops11h 05m
Wed 11/188:45 pm -
Nonstop4h 50m
Deal found 10/26![Southwest logo]()
$284
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:10 am -
2 stops8h 55m
Wed 11/188:45 pm -
1 stop13h 45m
Deal found 10/26![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:30 am -
Nonstop3h 55m
Mon 11/233:35 pm -
1 stop11h 45m
Deal found 10/26![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:30 am -
Nonstop3h 55m
Wed 11/256:30 pm -
1 stop6h 40m
Deal found 10/27![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2012:15 am -
Nonstop3h 50m
Thu 12/310:10 am -
Nonstop4h 40m
Deal found 10/29![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:35 pm -
1 stop7h 40m
Mon 11/236:05 pm -
1 stop9h 15m
Deal found 10/27![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:15 pm -
1 stop7h 25m
Wed 12/28:45 pm -
Nonstop4h 50m
Deal found 10/28![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:30 am -
Nonstop3h 50m
Tue 12/18:45 pm -
Nonstop4h 50m
Deal found 10/27![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:30 am -
Nonstop3h 50m
Fri 12/48:45 pm -
1 stop14h 30m
Deal found 10/30![Southwest logo]()
$303
One-way flights from Seattle to MidwaySearch for one-way flight options from Seattle to Midway. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Seattle to Midway. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:13 pm -
2 stops36h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$162
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/202:35 pm -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/104:40 pm -
2 stops11h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$170
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/86:45 pm -
1 stop9h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:50 am -
Nonstop3h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$176
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/184:27 pm -
2 stops23h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Frontier logo]()
$177
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/288:40 pm -
1 stop9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Southwest logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:13 pm -
2 stops24h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/246:33 pm -
2 stops15h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$184
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/155:30 am -
Nonstop3h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/511:53 am -
2 stops19h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$186
This Southwest deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:40 am -
Nonstop3h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Southwest logo]()
$189
Find flight deals from Seattle to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Seattle (SEA) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $282 (Southwest) |
One-way from | $162 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $483 |
Good round-trip deal | $405 or less |
Good one-way deal | $237 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Seattle to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 30, 2026.
Use the filters below to find and compare flights from Seattle to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Fri 1/8
6:20 am-12:15 pm
Nonstop3h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$165
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Fri 11/20
2:35 pm-12:15 am
1 stop7h 40m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$165
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Sat 1/23
12:15 pm-8:15 pm
1 stop6h 00m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$175
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Mon 12/28
8:40 pm-8:20 am
1 stop9h 40m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$180
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Sat 11/21
6:45 am-5:40 pm
2 stops8h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$191
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Sat 12/19
8:15 pm-5:40 am
1 stop7h 25m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$199
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Wed 11/25
11:47 pm-10:25 am
1 stop8h 38m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$219
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Mon 12/21
11:59 pm-11:01 am
1 stop9h 02m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$235
Quickest round-trip
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Sat 12/26
12:15 am-6:05 am
Nonstop3h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$235
SeattleChicago
SEA Seattle/Tacoma Intl - MDW Chicago Midway
SEAMDW
Seattle/Tacoma Intl
Tue 1/26
12:45 pm-10:25 pm
1 stop7h 40m
Chicago Midway
Thu 2/11
10:10 am-1:00 pm
Nonstop4h 50m
$287
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Seattle to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Seattle to Midway in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Seattle-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Seattle-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Seattle-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Seattle-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Seattle-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Seattle to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Seattle with our price prediction graph.
SEA-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Seattle to Chicago Midway Airport
What is the cheapest month to book a flight from Seattle to Chicago Midway Airport?
Currently, January is the cheapest month in which you can book a flight from Seattle to Chicago Midway Airport (average of $317). Flying from Seattle to Chicago Midway Airport in March is currently the most expensive (average of $567). 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 MDW?
Find hourly flight availability from Seattle to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2026.
When flying from Seattle to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The best insider tips for Seattle to Chicago Midway Airport flights
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Cheapflights partnered with top experts to bring you the best recommendations for your Seattle to Chicago Midway Airport trip
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Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated October 30, 2026.
Get a feel of what it's like to fly with Southwest from Seattle to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Entertainment
7.4
Comfort
8.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Food
7.0
Boarding
8.1
Entertainment
7.4
Comfort
8.0
Crew
8.6
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Seattle to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Top airline flying from Seattle to Midway
Discover the top airline that operate flights from Seattle to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$276 | Average$444 | FlexibilityNo cancel fee | On-time63% |