Seattle to Chicago

SEAMDW

Fly from Seattle to Chicago starting at USD 157 with Southwest Airlines.Best fare available on Sep 12, 2026.Limited seats. Better plans. Book before it's gone.

Seattle to Chicago cheapest flights this week

3 Sept
Southwest Airlines
07:00SEA
15:20MDW
1 StopUSD 248VIEW DEAL
3 Sept
Southwest Airlines
05:15SEA
09:15MDW
DirectUSD 235VIEW DEAL
4 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectUSD 235VIEW DEAL
5 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectUSD 172VIEW DEAL
5 Sept
Frontier Airlines
11:54SEA
18:31MDW
2 StopUSD 360VIEW DEAL
7 Sept
Southwest Airlines
05:15SEA
09:15MDW
DirectUSD 244VIEW DEAL
8 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectUSD 209VIEW DEAL
9 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectUSD 207VIEW DEAL
11 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectUSD 209VIEW DEAL
12 Sept
Southwest Airlines
17:30SEA
02:30MDW
1 StopUSD 157VIEW DEAL

Seattle to Chicago monthly flight fare trend

Sep
from USD 146
Oct
from USD 154
Nov
from USD 217
Dec
No flights
Jan
No flights
Feb
No flights

Airport Details

Origin

Seattle

Seattle–Tacoma International Airport (SEA)

Seattle, SEA
Zone

Los Angeles

Elev

433 ft

Destination

Chicago

Chicago Midway International Airport (MDW)

Chicago, MDW
Zone

Chicago

Elev

620 ft

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