$143
Cheap
$0
$0
Expensive
$0
$0
Favorite airline: American Airlines
The favorite airline for flights from Boston to Chicago is American Airlines.
American Airlines
16 %
Southwest
14 %
United Airlines
13 %
Tip: book 3 months before departure
If booked 3 months before travel, flights cost only $143.00.
Cheapest weekday: Thursday
Flight prices fluctuate throughout the week. Flights are 37 % cheaper on Thursday.
Direct flights are the cheapest connection
Direct flights on this route are $26.00 cheaper on average than flights with a stopover.
non stop flight
1 stop
02h 52min
04h 28min
$143
$169
The favorite connection is non-stop
Flights from Boston to Chicago are most often booked as a direct flight.
Route
bookings
Direct flights
02h 52min, from $143
66 %
1 stopover Detroit Metropolitan Wayne County Airport, MI
04h 28min, from $169
19 %
1 stopover Hartsfield-Jackson Atlanta International Airport, GA
06h 27min, from $169
7 %
Round trip from $143.00
The price of a ticket for a flight on 05/25/2019 returning on 05/25/2019 is currently $143.00.
Flights from Boston to Chicago
Outbound flight: 05/25/19
12:10 BOS
14:02 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines $72
17 days ago*
Outbound flight: 05/25/19
12:10 BOS
14:02 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines $72
17 days ago*
Outbound flight: 05/25/19
17:47 BOS
19:53 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways $90
17 days ago*
Outbound flight: 05/25/19
17:47 BOS
19:53 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
JetBlue Airways $90
17 days ago*
Outbound flight: 05/25/19
16:05 BOS
18:06 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines $98
17 days ago*
Outbound flight: 05/25/19
16:05 BOS
18:06 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines $98
17 days ago*
Outbound flight: 05/25/19
19:07 BOS
21:10 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines $98
17 days ago*
Outbound flight: 05/25/19
19:07 BOS
21:10 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines $98
17 days ago*
Outbound flight: 05/25/19
12:03 BOS
20:45 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
United Airlines $113
17 days ago*
Outbound flight: 05/25/19
12:03 BOS
20:45 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
United Airlines $113
17 days ago*
Outbound flight: 05/25/19
16:55 BOS
20:45 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Southwest Airlines $128
17 days ago*
Outbound flight: 05/25/19
16:55 BOS
20:45 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Southwest Airlines $128
17 days ago*
Outbound flight: 05/25/19
07:30 BOS
09:20 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Southwest Airlines $133
17 days ago*
Outbound flight: 05/25/19
12:10 BOS
14:02 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines Return flight: 05/25/19
14:10 CHI
17:46 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Spirit Airlines $143
17 days ago*
Outbound flight: 05/25/19
21:49 BOS
07:18 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines $145
17 days ago*
Outbound flight: 05/25/19
21:49 BOS
07:18 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines $145
17 days ago*
Outbound flight: 08/22/19
06:00 BOS
07:41 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines Return 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 $146
25 days ago*
Outbound flight: 08/22/19
05:00 BOS
06:41 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines Return flight: 08/31/19
07:15 CHI
10:32 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines $146
25 days ago*
Outbound flight: 09/22/19
06:00 BOS
07:41 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines Return flight: 10/06/19
06:00 CHI
09:16 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
American Airlines $151
52 days ago*
Outbound flight: 08/22/19
12:43 BOS
14:34 CHI
Boston Logan International Airport, MA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines Return flight: 08/31/19
07:15 CHI
10:32 BOS
Chicago-IL all Airports (ORD, MDW, RFD)
Boston Logan International Airport, MA
direct
Spirit Airlines $156
25 days ago*