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Outbound flight: 08/05/21
11:21 BOS
18:48 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
Spirit Airlines
$79
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Outbound flight: 08/03/21
06:00 BOS
19:49 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
Spirit Airlines
$84
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Outbound flight: 08/03/21
11:18 BOS
00:49 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
Frontier Airlines
$111
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Outbound flight: 12/28/21
21:45 BOS
23:41 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
JetBlue Airways
Return flight: 01/11/22
17:30 ORD
20:46 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
JetBlue Airways
$139
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Outbound flight: 12/08/21
17:20 BOS
19:24 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
JetBlue Airways
Return flight: 12/22/21
09:50 ORD
13:08 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
JetBlue Airways
$139
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Outbound flight: 08/03/21
16:30 BOS
23:05 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
JetBlue Airways
$141
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Outbound flight: 08/05/21
16:45 BOS
18:31 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
United Airlines
$141
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Outbound flight: 08/03/21
10:00 BOS
11:39 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
United Airlines
$141
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Outbound flight: 02/28/22
10:09 BOS
13:57 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
Delta Air Lines
Return flight: 03/14/22
19:59 ORD
23:28 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Delta Air Lines
$142
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Outbound flight: 09/30/21
10:20 BOS
12:04 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
United Airlines
Return flight: 10/14/21
11:55 ORD
18:49 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
1 Stopover
Delta Air Lines
$142
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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
Our tip: book flights on this route 4 months before departure and 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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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.