• 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: 05/14/22
06:05 BOS
07:45 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 05/28/22
13:30 CHI
19:18 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
American Airlines
$131
Check
Outbound flight: 05/14/22
06:05 BOS
07:45 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 05/28/22
13:30 CHI
19:18 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
American Airlines
$131
Check
Outbound flight: 05/14/22
19:27 BOS
23:32 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
American Airlines
Return flight: 05/28/22
13:30 CHI
19:18 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
American Airlines
$134
Check
Outbound flight: 05/14/22
17:19 BOS
21:25 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
American Airlines
Return flight: 05/28/22
13:30 CHI
19:18 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
American Airlines
$134
Check
Outbound flight: 05/14/22
19:27 BOS
23:32 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
American Airlines
Return flight: 05/28/22
13:30 CHI
19:18 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
American Airlines
$134
Check
Outbound flight: 02/12/22
19:15 BOS
21:23 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 02/26/22
09:04 CHI
16:25 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
United Airlines
$136
Check
Outbound flight: 02/12/22
10:26 BOS
12:24 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 02/26/22
09:04 CHI
16:25 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
United Airlines
$136
Check
Outbound flight: 03/19/22
19:35 BOS
23:12 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
United Airlines
Return flight: 04/02/22
13:00 CHI
19:55 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
United Airlines
$141
Check
Outbound flight: 11/12/21
20:25 BOS
22:27 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 11/14/21
06:00 CHI
09:21 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines
$141
Check
Outbound flight: 03/19/22
19:35 BOS
23:12 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
United Airlines
Return flight: 04/02/22
13:00 CHI
19:55 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
1 Stopover
United Airlines
$141
Check
Prices based on recent searches, subject to last-minute changes
Page 1 / 39

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
Privacy | About / Terms and conditions
* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.