Direct flights from Boston to Chicago

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Outbound flight: 01/30/21
10:20 BOS
12:04 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$42
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Outbound flight: 01/30/21
10:40 BOS
12:30 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Southwest Airlines
$50
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Outbound flight: 01/30/21
10:40 BOS
12:30 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Southwest Airlines
$50
Check
Outbound flight: 01/30/21
08:53 BOS
10:50 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
$51
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Outbound flight: 05/19/21
12:47 BOS
14:37 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 06/02/21
15:22 CHI
18:45 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Spirit Airlines
$72
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Outbound flight: 01/30/21
13:50 BOS
15:55 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$80
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Outbound flight: 05/25/21
12:47 BOS
14:37 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 06/08/21
15:22 CHI
18:45 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Spirit Airlines
$84
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Outbound flight: 05/25/21
12:47 BOS
14:37 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
Return flight: 06/08/21
15:22 CHI
18:45 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Spirit Airlines
$84
Check
Outbound flight: 04/30/21
13:00 BOS
14:44 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 05/14/21
14:00 CHI
17:20 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines
$90
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Outbound flight: 04/30/21
13:00 BOS
14:44 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 05/14/21
21:05 CHI
00:19 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines
$90
Check
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.