$140
Cheap
$0
$0
Expensive
$0
$0
Favorite airline: American Airlines
36 % of flights booked on the route from Chicago to Boston are booked with American Airlines, United Airlines and Interjet.
American Airlines
18 %
United Airlines
12 %
Interjet
6 %
Direct flights are cheaper
Flights with a stopover are on average $30.00 more expensive than direct flights.
non stop flight
1 stop
02h 29min
04h 33min
$140
$170
The favorite connection is non-stop
Flights from Chicago to Boston are most often booked as a direct flight.
Route
bookings
Direct flights
02h 29min, from $140
50 %
1 stopover Detroit Metropolitan Wayne County Airport, MI
04h 33min, from $170
31 %
1 stopover New York - La Guardia Airport, NY
04h 42min, from $197
12 %
Round trip from $140.00
A roundtrip costing only $140.00 is for example available departing 08/20/2019 and returning 08/25/2019.
Flights from Chicago to Boston
Outbound flight: 08/22/19
14:12 CHI
17:41 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Spirit Airlines $77
54 days ago*
Outbound flight: 08/22/19
07:15 CHI
10:32 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines $87
54 days ago*
Outbound flight: 08/31/19
22:19 CHI
01:38 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines $87
54 days ago*
Outbound flight: 08/31/19
05:45 CHI
09:02 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways $90
54 days ago*
Outbound flight: 08/22/19
21:40 CHI
00:50 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Southwest Airlines $94
54 days ago*
Outbound flight: 08/22/19
21:40 CHI
00:50 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Southwest Airlines $94
54 days ago*
Outbound flight: 08/22/19
09:14 CHI
12:40 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways $107
54 days ago*
Outbound flight: 08/22/19
09:14 CHI
00:40 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways $107
54 days ago*
Outbound flight: 08/31/19
06:00 CHI
09:21 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines $114
54 days ago*
Outbound flight: 08/22/19
22:19 CHI
01:38 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines $114
54 days ago*
Outbound flight: 08/22/19
07:50 CHI
11:14 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines $114
54 days ago*
Outbound flight: 08/31/19
19:50 CHI
23:16 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines $114
54 days ago*
Outbound flight: 08/31/19
19:50 CHI
23:16 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines $114
54 days ago*
Outbound flight: 08/22/19
20:47 CHI
00:13 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways $133
54 days ago*
Outbound flight: 08/31/19
20:47 CHI
00:13 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways $133
54 days ago*
Outbound flight: 08/22/19
20:47 CHI
00:13 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
JetBlue Airways $133
54 days ago*
Outbound flight: 08/20/19
14:12 CHI
17:41 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Spirit Airlines Return flight: 08/25/19
12:45 BOS
14:34 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines $140
71 days ago*
Outbound flight: 08/22/19
21:18 CHI
00:44 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines $148
54 days ago*
Outbound flight: 08/22/19
19:50 CHI
23:16 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
United Airlines $148
54 days ago*
Outbound flight: 08/31/19
14:12 CHI
17:41 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Spirit Airlines $156
54 days ago*