Seattle to Chicago

SEAMDW

Fly from Seattle to Chicago starting at USD 147 with Southwest Airlines.Best fare available on Sep 29, 2026.Limited seats. Better plans. Book before it's gone.

Seattle to Chicago cheapest flights this week

28 Sept
Southwest Airlines
05:15SEA
09:15MDW
DirectUSD 158VIEW DEAL
28 Sept
Frontier Airlines
21:45SEA
15:46MDW
2 StopUSD 201VIEW DEAL
28 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectUSD 334VIEW DEAL
29 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectUSD 147VIEW DEAL
29 Sept
Southwest Airlines
05:20SEA
09:15MDW
DirectUSD 284VIEW DEAL
29 Sept
Southwest Airlines
10:45SEA
14:50MDW
DirectUSD 257VIEW DEAL
30 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectUSD 256VIEW DEAL
30 Sept
Southwest Airlines
05:20SEA
09:15MDW
DirectUSD 255VIEW DEAL
1 Oct
Southwest Airlines
18:50SEA
03:45MDW
1 StopUSD 163VIEW DEAL
1 Oct
Frontier Airlines
20:15SEA
19:50MDW
1 StopUSD 154VIEW DEAL

Seattle to Chicago monthly flight fare trend

Sep
from USD 147
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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