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Outbound flight: 10/02/21
21:53 BOS
23:26 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
Spirit Airlines
Return flight: 10/16/21
09:00 ORD
12:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Spirit Airlines
$114
Check
Outbound flight: 10/02/21
19:25 BOS
21:25 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
American Airlines
Return flight: 10/16/21
09:00 ORD
12:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Spirit Airlines
$114
Check
Outbound flight: 10/02/21
17:10 BOS
19:14 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
American Airlines
Return flight: 10/16/21
09:00 ORD
12:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Spirit Airlines
$114
Check
Outbound flight: 10/02/21
08:50 BOS
10:59 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
Delta Air Lines
Return flight: 10/16/21
09:00 ORD
12:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Spirit Airlines
$118
Check
Outbound flight: 10/02/21
09:26 BOS
14:20 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
American Airlines
Return flight: 10/16/21
09:00 ORD
12:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Spirit Airlines
$120
Check
Outbound flight: 10/02/21
14:00 BOS
18:26 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
American Airlines
Return flight: 10/16/21
09:00 ORD
12:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Spirit Airlines
$121
Check
Outbound flight: 10/02/21
10:07 BOS
13:42 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
1 Stopover
United Airlines
Return flight: 10/16/21
09:00 ORD
12:18 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
Spirit Airlines
$122
Check
Outbound flight: 10/05/21
06:00 BOS
07:51 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
American Airlines
Return flight: 10/19/21
06:00 ORD
09:20 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
American Airlines
$128
Check
Outbound flight: 10/02/21
17:10 BOS
19:14 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
JetBlue Airways
Return flight: 10/16/21
20:30 ORD
23:58 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
JetBlue Airways
$128
Check
Outbound flight: 10/02/21
19:25 BOS
21:25 ORD
Boston Logan International Airport, MA
Chicago O'Hare International Airport, IL
direct
JetBlue Airways
Return flight: 10/16/21
20:30 ORD
23:58 BOS
Chicago O'Hare International Airport, IL
Boston Logan International Airport, MA
direct
JetBlue Airways
$128
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 buy tickets is 4 months before the flight. Pay only $140.00.
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.