Seattle to Chicago

SEAMDW

Fly from Seattle to Chicago starting at SAR 581 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 StopSAR 918VIEW DEAL
3 Sept
Southwest Airlines
05:15SEA
09:15MDW
DirectSAR 870VIEW DEAL
4 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectSAR 870VIEW DEAL
5 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectSAR 636VIEW DEAL
5 Sept
Frontier Airlines
11:54SEA
18:31MDW
2 StopSAR 1,332VIEW DEAL
7 Sept
Southwest Airlines
05:15SEA
09:15MDW
DirectSAR 903VIEW DEAL
8 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectSAR 773VIEW DEAL
9 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectSAR 766VIEW DEAL
11 Sept
Southwest Airlines
23:05SEA
03:05MDW
DirectSAR 773VIEW DEAL
12 Sept
Southwest Airlines
17:30SEA
02:30MDW
1 StopSAR 581VIEW DEAL

Seattle to Chicago monthly flight fare trend

Sep
from SAR 540
Oct
from SAR 570
Nov
from SAR 803
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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