Flight.com.ru

Cheap flights Chicago to Boston (Logan)

1 passenger, economy

Nonstop flights from Chicago to Boston: American Airlines, United Airlines, Southwest Airlines and 1 more. Nonstop flights per week: 49. Flight time: 2 hours 29 minutes. Distance: 1389 km. Tickets from TSh226 115 (departure 4 November).

Prices updated on 22 October at 11:05

See also: Boston (Logan) — ChicagoFlights from ChicagoFlights to Boston (Logan)

Cheap flights Chicago to Boston

Compare prices, duration and stops

American Airlines
AA 2950
06:00
Chicago O'Hare International Airport (ORD)
Thu, 22 Oct
2h 37min
Direct
09:37
Logan (BOS)
Thu, 22 Oct
TSh402 254
Jetblue Airways
B6 1012
20:04
Chicago O'Hare International Airport (ORD)
Thu, 22 Oct
2h 55min
Direct
23:59
Logan (BOS)
Thu, 22 Oct
TSh314 858
American Airlines
AA 2682
20:00
Chicago O'Hare International Airport (ORD)
Fri, 23 Oct
2h 36min
Direct
23:36
Logan (BOS)
Fri, 23 Oct
TSh382 135
Jetblue Airways
B6 1012
20:00
Chicago O'Hare International Airport (ORD)
Fri, 23 Oct
2h 59min
Direct
23:59
Logan (BOS)
Fri, 23 Oct
TSh390 587
American Airlines
AA 2950
14:00
Chicago O'Hare International Airport (ORD)
Sun, 25 Oct
2h 37min
Direct
17:37
Logan (BOS)
Sun, 25 Oct
TSh374 816
Southwest Airlines
WN 4535
15:50
Chicago Midway International Airport (MDW)
Mon, 26 Oct
2h 20min
Direct
19:10
Logan (BOS)
Mon, 26 Oct
TSh286 869
Jetblue Airways
B6 1012
04:24
Chicago O'Hare International Airport (ORD)
Tue, 27 Oct
2h 44min
Direct
08:08
Logan (BOS)
Tue, 27 Oct
TSh287 665
United Airlines
UA 2296
05:20
Chicago O'Hare International Airport (ORD)
Tue, 27 Oct
2h 26min
Direct
08:46
Logan (BOS)
Tue, 27 Oct
TSh367 253
United Airlines
UA 1186
14:00
Chicago O'Hare International Airport (ORD)
Tue, 27 Oct
2h 19min
Direct
17:19
Logan (BOS)
Tue, 27 Oct
TSh367 253
Southwest Airlines
WN 1266
02:10
Chicago Midway International Airport (MDW)
Wed, 28 Oct
2h 20min
Direct
05:30
Logan (BOS)
Wed, 28 Oct
TSh280 102
Jetblue Airways
B6 1012
04:24
Chicago O'Hare International Airport (ORD)
Wed, 28 Oct
2h 44min
Direct
08:08
Logan (BOS)
Wed, 28 Oct
TSh250 582
American Airlines
AA 1479
12:06
Chicago O'Hare International Airport (ORD)
Wed, 28 Oct
2h 43min
Direct
15:49
Logan (BOS)
Wed, 28 Oct
TSh393 190
Allegiant Air
G4 3054
14:26
Chicago Midway International Airport (MDW)
Fri, 30 Oct
16h 46min
1 stop
08:12
Logan (BOS)
Sat, 31 Oct +1
TSh389 576
Southwest Airlines
WN 2213
15:30
Chicago Midway International Airport (MDW)
Fri, 30 Oct
2h 20min
Direct
18:50
Logan (BOS)
Fri, 30 Oct
TSh417 687
Southwest Airlines
WN 4113
07:50
Chicago Midway International Airport (MDW)
Sun, 1 Nov
2h 20min
Direct
11:10
Logan (BOS)
Sun, 1 Nov
TSh418 790
American Airlines
AA 469
17:52
Chicago O'Hare International Airport (ORD)
Sun, 1 Nov
2h 34min
Direct
21:26
Logan (BOS)
Sun, 1 Nov
TSh389 668
Jetblue Airways
B6 1012
20:15
Chicago O'Hare International Airport (ORD)
Sun, 1 Nov
2h 44min
Direct
23:59
Logan (BOS)
Sun, 1 Nov
TSh399 865
United Airlines
UA 2296
06:20
Chicago O'Hare International Airport (ORD)
Mon, 2 Nov
2h 26min
Direct
09:46
Logan (BOS)
Mon, 2 Nov
TSh326 096
Southwest Airlines
WN 2902
18:45
Chicago Midway International Airport (MDW)
Mon, 2 Nov
2h 15min
Direct
22:00
Logan (BOS)
Mon, 2 Nov
TSh442 277
Jetblue Airways
B6 1012 🔥 Hot deal
20:15
Chicago O'Hare International Airport (ORD)
Mon, 2 Nov
2h 44min
Direct
23:59
Logan (BOS)
Mon, 2 Nov
TSh232 147
Southwest Airlines
WN 4113
08:30
Chicago Midway International Airport (MDW)
Tue, 3 Nov
2h 30min
Direct
12:00
Logan (BOS)
Tue, 3 Nov
TSh271 589
Jetblue Airways
B6 112 Best price
13:00
Chicago O'Hare International Airport (ORD)
Wed, 4 Nov
2h 48min
Direct
16:48
Logan (BOS)
Wed, 4 Nov
TSh226 115
American Airlines
AA 1457
19:59
Chicago O'Hare International Airport (ORD)
Wed, 4 Nov
2h 28min
Direct
23:27
Logan (BOS)
Wed, 4 Nov
TSh422 036
Jetblue Airways
B6 112
13:00
Chicago O'Hare International Airport (ORD)
Thu, 12 Nov
2h 49min
Direct
16:49
Logan (BOS)
Thu, 12 Nov
TSh248 408
Southwest Airlines
WN 4113
07:40
Chicago Midway International Airport (MDW)
Sat, 14 Nov
2h 15min
Direct
10:55
Logan (BOS)
Sat, 14 Nov
TSh248 408
Jetblue Airways
B6 112
13:00
Chicago O'Hare International Airport (ORD)
Sat, 14 Nov
2h 49min
Direct
16:49
Logan (BOS)
Sat, 14 Nov
TSh263 259
American Airlines
AA 1457
20:00
Chicago O'Hare International Airport (ORD)
Sun, 15 Nov
2h 31min
Direct
23:31
Logan (BOS)
Sun, 15 Nov
TSh424 149
American Airlines
AA 1457 🔥 Hot deal
19:59
Chicago O'Hare International Airport (ORD)
Wed, 18 Nov
2h 28min
Direct
23:27
Logan (BOS)
Wed, 18 Nov
TSh230 739
Frontier Airlines
F9 1458
05:42
Chicago Midway International Airport (MDW)
Sat, 21 Nov
12h 29min
1 stop
19:11
Logan (BOS)
Sat, 21 Nov
TSh305 212
Jetblue Airways
B6 1012
02:30
Chicago O'Hare International Airport (ORD)
Sun, 22 Nov
2h 29min
Direct
05:59
Logan (BOS)
Sun, 22 Nov
TSh364 925
Frontier Airlines
F9 1458
05:42
Chicago Midway International Airport (MDW)
Mon, 23 Nov
12h 29min
1 stop
19:11
Logan (BOS)
Mon, 23 Nov
TSh346 797
Southwest Airlines
WN 2902
03:45
Chicago Midway International Airport (MDW)
Tue, 24 Nov
2h 15min
Direct
07:00
Logan (BOS)
Tue, 24 Nov
TSh298 689
Southwest Airlines
WN 4113
07:45
Chicago Midway International Airport (MDW)
Thu, 26 Nov
2h 20min
Direct
11:05
Logan (BOS)
Thu, 26 Nov
TSh393 496
United Airlines
UA 1117
18:13
Chicago O'Hare International Airport (ORD)
Thu, 26 Nov
2h 33min
Direct
21:46
Logan (BOS)
Thu, 26 Nov
TSh367 253
United Airlines
UA 2331
03:08
Chicago O'Hare International Airport (ORD)
Sat, 28 Nov
2h 33min
Direct
06:41
Logan (BOS)
Sat, 28 Nov
TSh367 253
American Airlines
AA 1515
06:00
Chicago O'Hare International Airport (ORD)
Sat, 28 Nov
2h 24min
Direct
09:24
Logan (BOS)
Sat, 28 Nov
TSh462 580
Southwest Airlines
WN 3014
05:35
Chicago Midway International Airport (MDW)
Sun, 29 Nov
2h 15min
Direct
08:50
Logan (BOS)
Sun, 29 Nov
TSh844 286
United Airlines
UA 1186
06:15
Chicago O'Hare International Airport (ORD)
Sun, 29 Nov
2h 19min
Direct
09:34
Logan (BOS)
Sun, 29 Nov
TSh818 961
Southwest Airlines
WN 4113
16:50
Chicago Midway International Airport (MDW)
Fri, 11 Dec
2h 20min
Direct
20:10
Logan (BOS)
Fri, 11 Dec
TSh323 126
Southwest Airlines
WN 4113
17:30
Chicago Midway International Airport (MDW)
Mon, 14 Dec
2h 30min
Direct
21:00
Logan (BOS)
Mon, 14 Dec
TSh289 595
Jetblue Airways
B6 1012
04:55
Chicago O'Hare International Airport (ORD)
Sat, 19 Dec
2h 26min
Direct
08:21
Logan (BOS)
Sat, 19 Dec
TSh398 150
United Airlines
UA 1707
06:20
Chicago O'Hare International Airport (ORD)
Sun, 20 Dec
2h 35min
Direct
09:55
Logan (BOS)
Sun, 20 Dec
TSh324 626
Southwest Airlines
WN 2901
01:05
Chicago Midway International Airport (MDW)
Tue, 22 Dec
2h 15min
Direct
04:20
Logan (BOS)
Tue, 22 Dec
TSh318 502
United Airlines
UA 2213
15:50
Chicago O'Hare International Airport (ORD)
Wed, 23 Dec
2h 27min
Direct
19:17
Logan (BOS)
Wed, 23 Dec
TSh283 868
American Airlines
AA 4572
00:55
Chicago O'Hare International Airport (ORD)
Thu, 24 Dec
2h 40min
Direct
04:35
Logan (BOS)
Thu, 24 Dec
TSh374 939
American Airlines
AA 1457
18:00
Chicago O'Hare International Airport (ORD)
Thu, 24 Dec
2h 51min
Direct
21:51
Logan (BOS)
Thu, 24 Dec
TSh305 671
United Airlines
UA 2213
15:50
Chicago O'Hare International Airport (ORD)
Wed, 30 Dec
2h 27min
Direct
19:17
Logan (BOS)
Wed, 30 Dec
TSh307 845
Southwest Airlines
WN 4113
16:50
Chicago Midway International Airport (MDW)
Mon, 4 Jan
2h 20min
Direct
20:10
Logan (BOS)
Mon, 4 Jan
TSh396 711
Southwest Airlines
WN 4113
17:30
Chicago Midway International Airport (MDW)
Tue, 5 Jan
2h 30min
Direct
21:00
Logan (BOS)
Tue, 5 Jan
TSh372 948
Jetblue Airways
B6 312
11:00
Chicago O'Hare International Airport (ORD)
Wed, 24 Mar
2h 24min
Direct
14:24
Logan (BOS)
Wed, 24 Mar
TSh450 545

Direct flight schedule Chicago — Boston

Direct flights: 10 · Airlines: 4 · First departure: 02:00 · Last departure: 19:59

Departure → arrivalFlightAirport DaysDurationPrice
02:00→05:33 United Airlines UA 2331 Chicago O'HareORD MonTueWedThuFriSatSun 2h 33min
03:45→07:00 Southwest Airlines WN 2902 Chicago MidwayMDW MonTueWedThuFriSatSun 2h 15min
04:24→08:08 Jetblue Airways B6 1012 Chicago O'HareORD MonTueWedThuFriSatSun 2h 44min
05:20→08:46 United Airlines UA 2296 Chicago O'HareORD MonTueWedThuFriSatSun 2h 26min
06:15→09:34 United Airlines UA 1186 Chicago O'HareORD MonTueWedThuFriSatSun 2h 19min
13:00→16:49 Jetblue Airways B6 112 Chicago O'HareORD MonTueWedThuFriSatSun 2h 49min
15:50→19:17 United Airlines UA 2213 Chicago O'HareORD MonTueWedThuFriSatSun 2h 27min
16:50→20:10 Southwest Airlines WN 4113 Chicago MidwayMDW MonTueWedThuFriSatSun 2h 20min
19:00→22:24 Jetblue Airways B6 312 Chicago O'HareORD MonTueWedThuFriSatSun 2h 24min
19:59→23:27 American Airlines AA 1457 Chicago O'HareORD MonTueWedThuFriSatSun 2h 28min
Local time: departure at the departure airport, arrival at the arrival airport. Days and prices are based on tickets found for the coming months.

Low price calendar

From
To
Lowest price of the month Tue, 27 Oct · One way from TSh280 102

Prices as of 22 October, 11:06 Moscow time

Cheap flights Chicago to Boston

Jetblue Airways
Jetblue Airways
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
TSh226 115
Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
TSh248 408
American Airlines
American Airlines
Mon, Wed, Thu, Fri, Sat, Sun
Price from
TSh382 135
Allegiant Air
Allegiant Air
Fri
Price from
TSh389 576
United Airlines
United Airlines
Mon, Tue, Wed, Thu, Sat, Sun
Price from
TSh818 961

Which airlines offer the cheapest flights from Chicago to Boston?

Based on collected data, the cheapest flights are offered by Frontier Airlines with an average ticket price of TSh326 004.

  • Frontier Airlines Average price: TSh326 004 · Flights: 1 · Direct: 0
  • Jetblue Airways Average price: TSh335 405 · Flights: 3 · Direct: 3
  • Southwest Airlines Average price: TSh373 530 · Flights: 7 · Direct: 7
  • American Airlines Average price: TSh388 198 · Flights: 10 · Direct: 10
  • Allegiant Air Average price: TSh389 576 · Flights: 1 · Direct: 0
  • United Airlines Average price: TSh391 383 · Flights: 7 · Direct: 7

Which airlines fly most often from Chicago to Boston?

The most flight options on this route are offered by American Airlines — options found: 10.

  • American Airlines Flights: 10 · Direct: 10
  • Southwest Airlines Flights: 7 · Direct: 7
  • United Airlines Flights: 7 · Direct: 7
  • Jetblue Airways Flights: 3 · Direct: 3
  • Frontier Airlines Flights: 1 · Direct: 0
  • Allegiant Air Flights: 1 · Direct: 0

Round trip Chicago — Boston

TripOutboundReturnOutbound + returnTotal
Weekend tripSat, 14 NovSun, 15 Nov TSh248 408 + TSh295 933
One weekTue, 3 NovMon, 9 Nov TSh232 147 + TSh226 115
Two weeksThu, 12 NovThu, 26 Nov TSh248 408 + TSh251 868

Two one-way tickets combined, price per adult. Tap a price to search these dates.

Prices as of 22 October, 11:06 Moscow time

How many days before departure is it cheapest to buy a Chicago — Boston ticket?

The cheapest departure right now is Wed, 4 Nov — from TSh226 115. Days before departure: 13. 4–7 days before departure tickets cost from TSh280 102, 1–3 days before — from TSh314 858.

Before departureDeparture dateDifference from lowestPrice
1–3 days Fri, 23 Oct 39% more
4–7 days Tue, 27 Oct 24% more
8–14 days Wed, 4 Nov cheapest
15–21 days Thu, 12 Nov 10% more
22–30 days Thu, 19 Nov 2% more

Lowest prices for departures in the next 30 days.

How many flights per day operate from Chicago to Boston?

Most flights operate on Sun (10), the fewest on Fri (5).

  • Mon Flights: 8 · Direct: 7
  • Tue Flights: 7 · Direct: 7
  • Wed Flights: 9 · Direct: 9
  • Thu Flights: 7 · Direct: 7
  • Fri Flights: 5 · Direct: 4
  • Sat Flights: 6 · Direct: 5
  • Sun Flights: 10 · Direct: 10

Popular destinations from Chicago

All →
CHI
Chicago — Philadelphia
United States → United States
PHL
from
TSh60 326
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
TSh73 126
CHI
Chicago — Baltimore
United States → United States
BWI
from
TSh83 415
CHI
Chicago — Denver
United States → United States
DEN
from
TSh89 784
CHI
Chicago — Washington
United States → United States
WAS
from
TSh115 385
CHI
Chicago — Burlington
United States → United States
BRL
from
TSh129 073
CHI
Chicago — Miami
United States → United States
MIA
from
TSh136 514
CHI
Chicago — Phoenix
United States → United States
PHX
from
TSh137 096

Popular destinations to Boston

All →
WAS
Washington — Boston
United States → United States
BOS
from
TSh194 206
ORL
Orlando — Boston
United States → United States
BOS
from
TSh234 107
PHL
Philadelphia — Boston
United States → United States
BOS
from
TSh244 151
DEN
Denver — Boston
United States → United States
BOS
from
TSh253 430
FLL
Fort Lauderdale — Boston
United States → United States
BOS
from
TSh278 754
NYC
New York — Boston
United States → United States
BOS
from
TSh310 234
RDU
Raleigh — Boston
United States → United States
BOS
from
TSh321 258
LAS
Las Vegas — Boston
United States → United States
BOS
from
TSh321 564

Flights from Chicago to cities near Boston

Flights to Boston are currently cheaper than to nearby cities: from TSh226 115.

City Distance Direct Flights Airlines Price from
BostonBOS — 27296
ProvidencePVD 78 km 254
PortlandPWM 153 km 011

Distance is a straight line between the cities. Prices are the lowest one-way fares.

Cheap flights Chicago to Boston

Price from
TSh226 115
Average price
TSh373 898
Flight time
2 hours 29 minutes
Distance
1 389 km
Рейсов в неделю
49
Airlines
6
Most frequent flight
WN 4113

Prices as of 22 October, 11:05 Moscow time

Airports on the Chicago — Boston route

From → to Flights Direct Airlines Price from
Chicago O'Hare International AirportORD LoganBOS Cheapest
20203
Chicago Midway International AirportMDW LoganBOS
973

Departure airports · Chicago

Arrival airports · Boston

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

TSh22 592

Buy

change

2 GB

data

15

days

TSh31 378

Buy

change

5 GB

data

30

days

TSh35 143

Buy

change

3 GB

data

30

days

TSh40 164

Buy

change

5 GB

data

30

days

TSh56 480

Buy

Frequently Asked Questions

Yes. Nonstop flights from Chicago to Boston are operated by: American Airlines, United Airlines, Southwest Airlines, Jetblue Airways. A nonstop flight takes 2 hours 29 minutes on average. Nonstop tickets start at TSh226 115.
The average ticket price Chicago Boston is TSh373 898. The cheapest ticket costs TSh226 115, operated by Jetblue Airways, flight B6 112, departing Chicago on 4 November at 13:00, arriving Boston on 4 November at 16:48. Prices as of 22 October.
A nonstop flight takes 2 hours 29 minutes on average. The fastest is WN 4113 Southwest Airlines: 2 hours 15 minutes. With a connection: from 12 hours 29 minutes.
Flights from Chicago to Boston depart from these airports: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW). Most flights depart from Chicago O'Hare International Airport. Arrival: Logan (BOS).
Based on prices for the coming months, the cheapest month to fly is November: tickets from TSh226 115. The most expensive month is December, with tickets from TSh289 595.
Tickets from Chicago to Boston are sold by: American Airlines, United Airlines, Southwest Airlines, Jetblue Airways, Frontier Airlines, Allegiant Air. Nonstop: American Airlines, United Airlines, Southwest Airlines, Jetblue Airways.
The distance from Chicago to Boston is 1389 km.
Tickets from Boston to Chicago start at TSh217 449. The average price is TSh346 552. Nonstop flights are operated by: American Airlines, Southwest Airlines, Jetblue Airways, United Airlines. All tickets Boston — Chicago