Direct flights from Boston to Chicago

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Outbound flight: 08/18/22
05:30 BOS
07:27 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
$134
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Outbound flight: 08/18/22
05:30 BOS
07:27 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$134
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Outbound flight: 01/25/23
10:33 BOS
12:40 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 02/08/23
11:45 CHI
15:12 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines
$134
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Outbound flight: 01/25/23
19:16 BOS
21:25 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 02/08/23
11:45 CHI
15:12 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines
$134
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Outbound flight: 01/25/23
10:33 BOS
12:40 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 02/08/23
11:45 CHI
15:12 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines
$134
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Outbound flight: 01/25/23
08:15 BOS
09:57 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 02/08/23
14:00 CHI
17:20 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines
$136
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Outbound flight: 01/25/23
08:15 BOS
09:57 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 02/08/23
14:00 CHI
17:20 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines
$136
Check
Outbound flight: 01/25/23
09:01 BOS
11:10 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
Return flight: 02/08/23
09:50 CHI
13:05 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
$138
Check
Outbound flight: 01/25/23
07:06 BOS
09:15 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
Return flight: 02/08/23
09:50 CHI
13:05 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
$138
Check
Outbound flight: 09/10/22
10:00 BOS
11:48 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
Return flight: 09/24/22
13:00 CHI
16:33 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Delta Air Lines
$145
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Prices based on recent searches, subject to last-minute changes
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Flight information Boston - Chicago
Alternative flight routes
Cheap direct flights
Flight details Boston - Chicago
  • Flight duration: min. 02:45 / max. 06:55
  • Distance: 1371 km
  • Flights per week: 162
  • Return flight duration: min. 02:08 / max. 11:15
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.