Flights from Chicago to Boston

  • Find cheap flights
Outbound flight: 09/24/22
17:24 CHI
20:47 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
Return flight: 09/26/22
05:30 BOS
07:22 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
$128
Check
Outbound flight: 09/24/22
17:24 CHI
20:47 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
Return flight: 09/26/22
05:30 BOS
07:22 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
$128
Check
Outbound flight: 09/24/22
18:45 CHI
22:09 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
Return flight: 09/26/22
12:16 BOS
19:07 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
JetBlue Airways
$142
Check
Outbound flight: 09/24/22
18:45 CHI
22:09 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
Return flight: 09/26/22
12:16 BOS
19:07 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
JetBlue Airways
$142
Check
Outbound flight: 09/24/22
18:45 CHI
22:09 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
Return flight: 09/26/22
12:16 BOS
19:07 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
JetBlue Airways
$147
Check
Outbound flight: 09/24/22
11:00 CHI
19:57 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
Spirit Airlines
Return flight: 09/26/22
11:13 BOS
18:00 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$161
Check
Outbound flight: 09/24/22
11:00 CHI
19:57 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
Spirit Airlines
Return flight: 09/26/22
11:13 BOS
18:00 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$161
Check
Outbound flight: 09/24/22
11:00 CHI
19:57 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
Spirit Airlines
Return flight: 09/26/22
11:13 BOS
18:00 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$161
Check
Outbound flight: 09/24/22
18:45 CHI
22:02 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines
Return flight: 09/26/22
16:30 BOS
20:58 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
American Airlines
$178
Check
Outbound flight: 09/24/22
18:45 CHI
22:02 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines
Return flight: 09/26/22
16:30 BOS
20:58 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
American Airlines
$178
Check
Prices based on recent searches, subject to last-minute changes
Page 1 / 7
Flight information Chicago - Boston
Alternative flight routes
Cheap direct flights
Flight details Chicago - Boston
  • Flight duration: min. 02:08 / max. 11:15
  • Distance: 1371 km
  • Flights per week: 153
  • Return flight duration: min. 02:45 / max. 06:55
Top Flight Routes
Privacy | About / Terms and conditions | Ranking
* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.