• Find cheap flights
  • Booking tips
idealo Preisfinderidealo Preisfinder - Finde den niedrigsten Flugpreis nach Abflugdatum
LANG_widget_price_headline_widget
LANG_widget_price_interface_add_inbound
LANG_widget_price_interface_add_inbound_label
LANG_widget_price_interface_add_inbound_label
LANG_widget_price_interface_add_inbound
LANG_widget_price_outbound_only
LANG_widget_price_price_per_person
LANG_widget_price_check_availablility
Outbound flight: 08/05/21
11:21 BOS
18:48 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$79
Check
Outbound flight: 08/03/21
06:00 BOS
19:49 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$84
Check
Outbound flight: 08/03/21
06:00 BOS
19:49 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$84
Check
Outbound flight: 08/03/21
11:18 BOS
00:49 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Frontier Airlines
$111
Check
Outbound flight: 08/03/21
11:18 BOS
00:49 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Frontier Airlines
$111
Check
Outbound flight: 09/30/21
06:00 BOS
08:09 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
Return flight: 10/14/21
11:55 CHI
18:49 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
Delta Air Lines
$137
Check
Outbound flight: 12/28/21
21:45 BOS
23:41 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
Return flight: 01/11/22
17:30 CHI
20:46 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
$139
Check
Outbound flight: 12/08/21
17:20 BOS
19:24 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
Return flight: 12/22/21
09:50 CHI
13:08 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
$139
Check
Outbound flight: 12/08/21
17:20 BOS
19:24 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
Return flight: 12/22/21
09:50 CHI
13:08 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
$139
Check
Outbound flight: 12/08/21
09:30 BOS
11:31 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways
Return flight: 12/22/21
14:10 CHI
17:31 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways
$139
Check
Prices based on recent searches, subject to last-minute changes
Page 1 / 37

Tips and tricks to help you find cheap flights from Boston to Chicago

Tip: book 5 weeks before departure
Save up to 47 % by booking flights 5 weeks before departure.
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
privacy | Terms and conditions / About
* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.