Flights from Boston to Chicago

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Outbound flight: 12/14/22
16:05 BOS
18:07 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$62
Check
Outbound flight: 12/14/22
16:05 BOS
18:07 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$62
Check
Outbound flight: 12/14/22
09:55 BOS
16:05 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Delta Air Lines
$67
Check
Outbound flight: 12/14/22
11:00 BOS
15:04 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Delta Air Lines
$67
Check
Outbound flight: 12/14/22
19:00 BOS
23:55 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Delta Air Lines
$67
Check
Outbound flight: 12/14/22
17:05 BOS
23:05 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Delta Air Lines
$67
Check
Outbound flight: 12/15/22
05:25 BOS
09:11 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Delta Air Lines
$67
Check
Outbound flight: 12/14/22
17:05 BOS
23:05 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Delta Air Lines
$67
Check
Outbound flight: 12/14/22
19:00 BOS
23:55 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Delta Air Lines
$67
Check
Outbound flight: 12/15/22
06:00 BOS
07:58 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$79
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

Tip: book 5 weeks before departure
The best time to buy tickets is 5 weeks before the flight. Pay only $132.00.
36 days before departure
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
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.