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Outbound flight: 05/14/22
06:05 BOS
07:45 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
American Airlines
Return flight: 05/28/22
13:30 ORD
19:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
American Airlines
$131
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Outbound flight: 05/14/22
19:27 BOS
23:32 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
American Airlines
Return flight: 05/28/22
13:30 ORD
19:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
American Airlines
$134
Check
Outbound flight: 05/14/22
17:19 BOS
21:25 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
American Airlines
Return flight: 05/28/22
13:30 ORD
19:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
American Airlines
$134
Check
Outbound flight: 02/12/22
10:26 BOS
12:24 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
American Airlines
Return flight: 02/26/22
09:04 ORD
16:25 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
United Airlines
$136
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Outbound flight: 03/19/22
19:35 BOS
23:12 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
United Airlines
Return flight: 04/02/22
13:00 ORD
19:55 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
United Airlines
$141
Check
Outbound flight: 11/12/21
19:00 BOS
12:26 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
Spirit Airlines
Return flight: 11/14/21
07:45 ORD
10:24 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Spirit Airlines
$144
Check
Outbound flight: 05/14/22
15:46 BOS
17:45 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
American Airlines
Return flight: 05/28/22
18:49 ORD
00:36 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
American Airlines
$144
Check
Outbound flight: 11/12/21
06:15 BOS
08:09 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
United Airlines
Return flight: 11/14/21
10:00 ORD
13:27 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Delta Air Lines
$144
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Outbound flight: 11/12/21
09:50 BOS
11:42 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
United Airlines
Return flight: 11/14/21
10:00 ORD
13:27 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Delta Air Lines
$144
Check
Outbound flight: 11/12/21
05:00 BOS
06:59 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
American Airlines
Return flight: 11/14/21
19:10 ORD
10:24 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Spirit Airlines
$144
Check
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Boston to Chicago O'Hare

Tip: book 4 months before departure
The best time to find a cheap flight on this route is 4 months before travel. Save up to 50 %.
133 days before departure
Flight information Boston - Chicago O'Hare
Alternative flight routes
Cheap direct flights
Flight details Boston - Chicago O'Hare
  • Distance: 1393 km
Top Flight Routes
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