Seattle to Chicago

SEAMDW

Fly from Seattle to Chicago starting at USD 144 with Southwest Airlines.Best fare available on Nov 10, 2026.Limited seats. Better plans. Book before it's gone.

Seattle to Chicago cheapest flights this week

12 Oct
Southwest Airlines
00:10SEA
04:05MDW
DirectUSD 337VIEW DEAL
13 Oct
Southwest Airlines
00:10SEA
04:05MDW
DirectUSD 165VIEW DEAL
14 Oct
Southwest Airlines
18:40SEA
02:30MDW
1 StopUSD 171VIEW DEAL
15 Oct
Sun Country Airlines
23:59SEA
05:05MDW
1 StopUSD 193VIEW DEAL
16 Oct
Southwest Airlines
21:15SEA
03:50MDW
1 StopUSD 327VIEW DEAL
24 Oct
Southwest Airlines
00:10SEA
04:05MDW
DirectUSD 157VIEW DEAL
26 Oct
Southwest Airlines
00:10SEA
04:05MDW
DirectUSD 216VIEW DEAL
27 Oct
Southwest Airlines
00:10SEA
04:05MDW
DirectUSD 165VIEW DEAL
30 Oct
Southwest Airlines
00:10SEA
04:05MDW
DirectUSD 160VIEW DEAL
10 Nov
Southwest Airlines
11:20SEA
15:10MDW
DirectUSD 144VIEW DEAL

Seattle to Chicago monthly flight fare trend

Oct
from USD 157
Nov
from USD 144
Dec
No flights
Jan
No flights
Feb
No flights
Mar
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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