Use the Orange Line train for a quick, cost-effective trip to MDW, taking less than 30 minutes from downtown Chicago.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $176 (Southwest) |
One-way from | $89 (Southwest) |
Popular in | December |
Cheapest in | January |
Average price | $207 |
Good round-trip deal | $157 or less |
Good one-way deal | $108 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Fri 2/6
8:05 am-10:50 am
Nonstop4h 45m
Seattle/Tacoma Intl
Sat 2/7
10:45 am-4:45 pm
Nonstop4h 00m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Wed 2/11
2:10 pm-10:35 pm
2 stops10h 25m
Seattle/Tacoma Intl
Thu 2/12
7:25 am-1:30 pm
Nonstop4h 05m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Mon 1/26
10:35 am-1:15 pm
Nonstop4h 40m
Seattle/Tacoma Intl
Tue 2/3
8:45 am-7:55 pm
2 stops9h 10m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Fri 3/20
9:55 pm-12:30 am
Nonstop4h 35m
Seattle/Tacoma Intl
Tue 3/24
8:15 pm-5:55 am
1 stop7h 40m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Sat 3/21
9:40 pm-12:15 am
Nonstop4h 35m
Seattle/Tacoma Intl
Tue 3/24
8:15 pm-5:55 am
1 stop7h 40m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Thu 1/29
6:10 am-12:20 pm
1 stop8h 10m
Seattle/Tacoma Intl
Wed 2/4
8:45 am-7:55 pm
2 stops9h 10m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Sun 3/15
7:20 pm-11:40 pm
1 stop6h 20m
Seattle/Tacoma Intl
Thu 3/19
11:15 pm-8:53 am
1 stop7h 38m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Sat 2/7
4:30 pm-10:52 pm
1 stop8h 22m
Seattle/Tacoma Intl
Mon 2/16
11:15 pm-8:54 am
1 stop7h 39m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Wed 3/25
5:45 am-1:50 pm
1 stop10h 05m
Seattle/Tacoma Intl
Sun 3/29
7:55 pm-10:20 am
1 stop12h 25m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Sun 2/1
8:05 am-10:50 am
Nonstop4h 45m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Seattle (average of $121). Flying from Chicago Midway Airport to Seattle in December is currently the most expensive (average of $564). 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.
It’s typically best to fly out from Chicago Midway Airport to Seattle in the evening. Doing so could potentially save you 48% on the flight price compared to flying in the afternoon, which is usually more expensive.
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$142 | Average$270 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$415 | FlexibilityNo cancel fee | On-time63% |