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 | $177 (Southwest) |
One-way from | $89 (Southwest) |
Popular in | December |
Cheapest in | August |
Average price | $334 |
Good round-trip deal | $177 or less |
Good one-way deal | $108 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Sun 3/8
9:45 pm-12:20 am
Nonstop4h 35m
Seattle/Tacoma Intl
Tue 3/10
11:55 pm-5:50 am
Nonstop3h 55m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Fri 3/6
9:55 pm-12:30 am
Nonstop4h 35m
Seattle/Tacoma Intl
Mon 3/9
11:55 pm-5:50 am
Nonstop3h 55m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Mon 3/2
8:05 am-10:50 am
Nonstop4h 45m
Seattle/Tacoma Intl
Fri 3/6
11:55 pm-5:50 am
Nonstop3h 55m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Thu 2/5
8:05 am-10:50 am
Nonstop4h 45m
Seattle/Tacoma Intl
Wed 2/11
6:45 am-12:40 pm
Nonstop3h 55m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Sun 3/8
9:45 pm-12:20 am
Nonstop4h 35m
Seattle/Tacoma Intl
Mon 3/9
11:55 pm-5:50 am
Nonstop3h 55m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Thu 3/5
9:55 pm-12:30 am
Nonstop4h 35m
Seattle/Tacoma Intl
Tue 3/10
11:55 pm-5:50 am
Nonstop3h 55m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Sun 2/8
10:35 am-1:15 pm
Nonstop4h 40m
Seattle/Tacoma Intl
Wed 2/11
6:05 am-4:45 pm
1 stop8h 40m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Fri 3/6
6:35 pm-1:25 am
2 stops8h 50m
Seattle/Tacoma Intl
Tue 3/10
11:55 pm-5:50 am
Nonstop3h 55m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Tue 3/24
9:20 pm-11:55 pm
Nonstop4h 35m
Seattle/Tacoma Intl
Thu 3/26
5:15 am-11:10 am
Nonstop3h 55m
ChicagoSeattle
MDW - SEA
MDWSEA
Chicago Midway
Fri 3/6
12:10 pm-8:50 pm
2 stops10h 40m
Seattle/Tacoma Intl
Sun 3/15
11:55 pm-5:50 am
Nonstop3h 55m
| 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 49% on the flight price compared to flying in the afternoon, which is usually more expensive.
Crew
Entertainment
Overall
Food
Comfort
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Entertainment
Overall
Food
Comfort
Boarding
Reviews
Thomas,Dec 2025
SEA - DEN
Crew
Entertainment
Overall
Food
Comfort
Boarding
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% |