Flights from Chicago to Boston

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Our cheapest offers for flights from Chicago to Boston

Here you can compare cheap flights from Chicago (CHI) to Boston (BOS) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Boston. Prices and availability may change at any time.

Chicago
Boston
Pay attention to transfer at connecting flight
05/14/24
1 Stopover (CLT)
NK1176, NK1167
09h 24min
05/30/24
1 Stopover (IND)
AA4725, AA2676
04h 31min
Spirit Airlines
$176
Found several days ago
 Check
Best option
Chicago
Boston
07/24/24
direct
UA2627
02h 35min
08/23/24
direct
UA0660
02h 50min
United Airlines ?
$220
Found several days ago
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Chicago
Boston
05/14/24
1 Stopover (CLT)
NK1176, NK1167
09h 24min
05/30/24
1 Stopover (MSP)
SY0252, SY0261
09h 33min
Spirit Airlines
$206
Found several days ago
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Chicago
Boston
05/14/24
direct
AA3710
02h 26min
06/06/24
1 Stopover (IND)
AA4317, AA1676
07h 45min
American Airlines
$209
Found several days ago
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Chicago
Boston
05/14/24
1 Stopover (MYR)
NK1352, NK1160
09h 04min
06/06/24
direct
UA0567
02h 50min
Spirit Airlines ?
$216
Found several days ago
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Chicago
Boston
08/10/24
1 Stopover (EWR)
UA1658, UA1864
06h 15min
08/27/24
direct
UA0567
02h 50min
United Airlines ?
$225
Found several days ago
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Chicago
Boston
05/14/24
1 Stopover (MYR)
NK1352, NK1160
09h 04min
05/30/24
1 Stopover (MCO)
NK2061, NK2056
06h 53min
Spirit Airlines
$226
Found several days ago
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Chicago
Boston
08/07/24
direct
UA2627
02h 35min
09/06/24
direct
UA0660
02h 50min
United Airlines ?
$227
Found several days ago
 Check
Chicago
Boston
05/14/24
1 Stopover (MYR)
NK1352, NK1160
09h 04min
05/30/24
1 Stopover (FLL)
NK1898, NK0001
12h 56min
Spirit Airlines ?
$235
Found several days ago
 Check
Chicago
Boston
08/10/24
1 Stopover (DCA, IAD)
UA2145, UA0487
06h 58min
08/27/24
direct
UA1464
02h 44min
United Airlines ?
$237
Found several days ago
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Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago to Boston

Favorite airline: Spirit Airlines
Flight tickets on the route Chicago – Boston are most frequently booked with Spirit Airlines.
Spirit Airlines
33 %
United Airlines
20 %
Delta
15 %
Direct flights are more expensive
On this route, direct flights are $13.00 more expensive than flights with a stopover.
non stop flight
1 stop
02h 30min
09h 23min
$160
$147
The favorite connection is non-stop
Flights from Chicago to Boston are most often booked as a direct flight.
Route
bookings
Direct flights
02h 30min, from $160
44 %
1 stopover Orlando International Airport, FL
09h 23min, from $147
15 %
1 stopover Minneapolis - St. Paul International Airport, MN
13h 44min, from $335
12 %

Flight information: Chicago - Boston

Roundtrip from $176.00
Flight duration min. 02:08 / max. 11:15
Return flight duration min. 02:45/ max. 06:55
Distance 1371 km
Flights per week 153
Departure airport Chicago-IL all Airports (ORD, MDW, RFD) (CHI)
Arrival airport Boston Logan International Airport, MA (BOS)
Destination country United States
Alternative routes to United States
Alternative flights to Boston
Flight destinations with a similar price
Flight destinations with a similar price
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.