Boston to Chicago

BOSORD

Fly from Boston to Chicago starting at SAR 400 with United Airlines.Best fare available on Jul 28, 2026.Limited seats. Better plans. Book before it's gone.

Boston to Chicago cheapest flights this week

28 Jul
United Airlines
12:30BOS
15:23ORD
DirectSAR 400VIEW DEAL
30 Jul
United Airlines
06:00BOS
08:58ORD
DirectSAR 463VIEW DEAL
30 Jul
American Airlines
05:10BOS
08:04ORD
DirectSAR 411VIEW DEAL
30 Jul
United Airlines
20:15BOS
23:15ORD
DirectSAR 596VIEW DEAL
30 Jul
United Airlines
05:45BOS
10:36ORD
1 StopSAR 659VIEW DEAL
30 Jul
Frontier Airlines
11:52BOS
20:53ORD
1 StopSAR 599VIEW DEAL
31 Jul
American Airlines
05:00BOS
07:55ORD
DirectSAR 411VIEW DEAL
31 Jul
United Airlines
10:35BOS
13:28ORD
DirectSAR 537VIEW DEAL
1 Aug
American Airlines
19:41BOS
01:41ORD
1 StopSAR 511VIEW DEAL
1 Aug
American Airlines
18:31BOS
22:00ORD
DirectSAR 500VIEW DEAL

Boston to Chicago monthly flight fare trend

Jul
from SAR 400
Aug
from SAR 263
Sep
from SAR 263
Oct
from SAR 259
Nov
from SAR 407
Dec
from SAR 429

Airport Details

Origin

Boston

Logan International Airport (BOS)

Boston, BOS
Zone

New York

Elev

20 ft

Destination

Chicago

Chicago O'Hare International Airport (ORD)

Chicago, ORD
Zone

Chicago

Elev

680 ft

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