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Cheap flights Boston (Logan) to Chicago O'Hare International Airport

1 passenger, economy

Nonstop flights from Boston to Chicago O'Hare International Airport: American Airlines, Jetblue Airways, United Airlines. Nonstop flights per week: 47. Flight time: 3 hours 6 minutes. Distance: 1389 km. Tickets from $87 (departure 26 November).

Prices updated on 20 October at 11:10

See also: Flights from Boston (Logan)Flights to Chicago O'Hare International Airport (Chicago)

Cheap flights Boston to Chicago O'Hare International Airport

Compare prices, duration and stops

Jetblue Airways
B6 811
00:12
Logan (BOS)
Thu, 22 Oct
3h 2min
Direct
02:14
Chicago O'Hare International Airport (ORD)
Thu, 22 Oct
$98
Jetblue Airways
B6 811
17:12
Logan (BOS)
Thu, 22 Oct
3h 2min
Direct
19:14
Chicago O'Hare International Airport (ORD)
Thu, 22 Oct
$125
Frontier Airlines
F9 3347
11:47
Logan (BOS)
Fri, 23 Oct
8h 15min
1 stop
19:02
Chicago O'Hare International Airport (ORD)
Fri, 23 Oct
$155
American Airlines
AA 3160
18:16
Logan (BOS)
Fri, 23 Oct
3h 12min
Direct
20:28
Chicago O'Hare International Airport (ORD)
Fri, 23 Oct
$162
Frontier Airlines
F9 3511
11:42
Logan (BOS)
Sat, 24 Oct
7h 49min
1 stop
18:31
Chicago O'Hare International Airport (ORD)
Sat, 24 Oct
$154
Jetblue Airways
B6 811
00:12
Logan (BOS)
Sun, 25 Oct
3h 2min
Direct
02:14
Chicago O'Hare International Airport (ORD)
Sun, 25 Oct
$115
American Airlines
AA 3324
12:54
Logan (BOS)
Sun, 25 Oct
3h 6min
Direct
15:00
Chicago O'Hare International Airport (ORD)
Sun, 25 Oct
$162
Jetblue Airways
B6 811
17:15
Logan (BOS)
Mon, 26 Oct
3h 14min
Direct
19:29
Chicago O'Hare International Airport (ORD)
Mon, 26 Oct
$161
Jetblue Airways
B6 111
16:59
Logan (BOS)
Tue, 27 Oct
3h 1min
Direct
19:00
Chicago O'Hare International Airport (ORD)
Tue, 27 Oct
$100
Frontier Airlines
F9 3511
11:12
Logan (BOS)
Tue, 27 Oct
8h 33min
1 stop
18:45
Chicago O'Hare International Airport (ORD)
Tue, 27 Oct
$127
Jetblue Airways
B6 811
00:15
Logan (BOS)
Wed, 28 Oct
3h 14min
Direct
02:29
Chicago O'Hare International Airport (ORD)
Wed, 28 Oct
$112
Jetblue Airways
B6 111
16:59
Logan (BOS)
Wed, 28 Oct
3h 1min
Direct
19:00
Chicago O'Hare International Airport (ORD)
Wed, 28 Oct
$99
Frontier Airlines
F9 3511
12:39
Logan (BOS)
Wed, 28 Oct
6h 37min
1 stop
18:16
Chicago O'Hare International Airport (ORD)
Wed, 28 Oct
$141
Jetblue Airways
B6 811
17:15
Logan (BOS)
Wed, 28 Oct
3h 14min
Direct
19:29
Chicago O'Hare International Airport (ORD)
Wed, 28 Oct
$157
Frontier Airlines
F9 3511
12:39
Logan (BOS)
Thu, 29 Oct
7h 6min
1 stop
18:45
Chicago O'Hare International Airport (ORD)
Thu, 29 Oct
$182
United Airlines
UA 375
20:29
Logan (BOS)
Thu, 29 Oct
3h 3min
Direct
22:32
Chicago O'Hare International Airport (ORD)
Thu, 29 Oct
$110
Frontier Airlines
F9 3511
12:39
Logan (BOS)
Fri, 30 Oct
7h 6min
1 stop
18:45
Chicago O'Hare International Airport (ORD)
Fri, 30 Oct
$127
Frontier Airlines
F9 3511
11:27
Logan (BOS)
Sat, 31 Oct
7h 49min
1 stop
18:16
Chicago O'Hare International Airport (ORD)
Sat, 31 Oct
$124
American Airlines
AA 2146
05:43
Logan (BOS)
Sun, 1 Nov
3h 17min
Direct
08:00
Chicago O'Hare International Airport (ORD)
Sun, 1 Nov
$176
American Airlines
AA 947
07:13
Logan (BOS)
Sun, 1 Nov
3h 16min
Direct
09:29
Chicago O'Hare International Airport (ORD)
Sun, 1 Nov
$174
Jetblue Airways
B6 111
17:59
Logan (BOS)
Sun, 1 Nov
3h
Direct
19:59
Chicago O'Hare International Airport (ORD)
Sun, 1 Nov
$178
American Airlines
AA 1951
18:19
Logan (BOS)
Sun, 1 Nov
3h 10min
Direct
20:29
Chicago O'Hare International Airport (ORD)
Sun, 1 Nov
$129
Jetblue Airways
B6 111
17:59
Logan (BOS)
Mon, 2 Nov
3h 1min
Direct
20:00
Chicago O'Hare International Airport (ORD)
Mon, 2 Nov
$151
Frontier Airlines
F9 3511
12:39
Logan (BOS)
Mon, 2 Nov
7h 6min
1 stop
18:45
Chicago O'Hare International Airport (ORD)
Mon, 2 Nov
$150
Jetblue Airways
B6 811
17:05
Logan (BOS)
Mon, 2 Nov
3h 12min
Direct
19:17
Chicago O'Hare International Airport (ORD)
Mon, 2 Nov
$90
American Airlines
AA 2925
03:40
Logan (BOS)
Tue, 3 Nov
3h 14min
Direct
05:54
Chicago O'Hare International Airport (ORD)
Tue, 3 Nov
$114
American Airlines
AA 2146
13:43
Logan (BOS)
Tue, 3 Nov
3h 17min
Direct
16:00
Chicago O'Hare International Airport (ORD)
Tue, 3 Nov
$114
Jetblue Airways
B6 111 🔥 Hot deal
09:59
Logan (BOS)
Tue, 3 Nov
3h 1min
Direct
12:00
Chicago O'Hare International Airport (ORD)
Tue, 3 Nov
$110
Frontier Airlines
F9 3511
12:15
Logan (BOS)
Tue, 3 Nov
7h 15min
1 stop
18:30
Chicago O'Hare International Airport (ORD)
Tue, 3 Nov
$134
Jetblue Airways
B6 111 🔥 Hot deal
09:59
Logan (BOS)
Wed, 4 Nov
3h 1min
Direct
12:00
Chicago O'Hare International Airport (ORD)
Wed, 4 Nov
$90
American Airlines
AA 894
20:33
Logan (BOS)
Wed, 4 Nov
3h 7min
Direct
22:40
Chicago O'Hare International Airport (ORD)
Wed, 4 Nov
$162
Jetblue Airways
B6 111
17:59
Logan (BOS)
Thu, 5 Nov
3h
Direct
19:59
Chicago O'Hare International Airport (ORD)
Thu, 5 Nov
$118
United Airlines
UA 1732
19:55
Logan (BOS)
Thu, 5 Nov
3h 4min
Direct
21:59
Chicago O'Hare International Airport (ORD)
Thu, 5 Nov
$97
American Airlines
AA 2166
18:20
Logan (BOS)
Fri, 6 Nov
3h 9min
Direct
20:29
Chicago O'Hare International Airport (ORD)
Fri, 6 Nov
$172
Jetblue Airways
B6 811
17:05
Logan (BOS)
Fri, 6 Nov
3h 12min
Direct
19:17
Chicago O'Hare International Airport (ORD)
Fri, 6 Nov
$140
American Airlines
AA 2166
18:20
Logan (BOS)
Sat, 7 Nov
3h 9min
Direct
20:29
Chicago O'Hare International Airport (ORD)
Sat, 7 Nov
$114
United Airlines
UA 1414
14:00
Logan (BOS)
Mon, 9 Nov
3h
Direct
16:00
Chicago O'Hare International Airport (ORD)
Mon, 9 Nov
$98
Jetblue Airways
B6 111
19:15
Logan (BOS)
Mon, 9 Nov
3h 5min
Direct
21:20
Chicago O'Hare International Airport (ORD)
Mon, 9 Nov
$133
Jetblue Airways
B6 811
17:05
Logan (BOS)
Mon, 9 Nov
3h 12min
Direct
19:17
Chicago O'Hare International Airport (ORD)
Mon, 9 Nov
$90
Frontier Airlines
F9 3511
20:39
Logan (BOS)
Fri, 13 Nov
7h 6min
1 stop
02:45
Chicago O'Hare International Airport (ORD)
Sat, 14 Nov +1
$147
American Airlines
AA 894
12:33
Logan (BOS)
Sat, 14 Nov
3h 7min
Direct
14:40
Chicago O'Hare International Airport (ORD)
Sat, 14 Nov
$101
Frontier Airlines
F9 3511
20:15
Logan (BOS)
Tue, 17 Nov
7h 1min
1 stop
02:16
Chicago O'Hare International Airport (ORD)
Wed, 18 Nov +1
$136
Frontier Airlines
F9 3511
20:39
Logan (BOS)
Wed, 18 Nov
6h 37min
1 stop
02:16
Chicago O'Hare International Airport (ORD)
Thu, 19 Nov +1
$136
Frontier Airlines
F9 3511
20:39
Logan (BOS)
Thu, 19 Nov
7h 6min
1 stop
02:45
Chicago O'Hare International Airport (ORD)
Fri, 20 Nov +1
$136
American Airlines
AA 1239
08:18
Logan (BOS)
Thu, 26 Nov
3h 19min
Direct
10:37
Chicago O'Hare International Airport (ORD)
Thu, 26 Nov
$102
American Airlines
AA 751 Best price
20:08
Logan (BOS)
Thu, 26 Nov
3h 12min
Direct
22:20
Chicago O'Hare International Airport (ORD)
Thu, 26 Nov
$87
Jetblue Airways
B6 311
07:55
Logan (BOS)
Fri, 27 Nov
3h 4min
Direct
09:59
Chicago O'Hare International Airport (ORD)
Fri, 27 Nov
$158
Jetblue Airways
B6 811
14:40
Logan (BOS)
Tue, 1 Dec
3h 2min
Direct
16:42
Chicago O'Hare International Airport (ORD)
Tue, 1 Dec
$169
Jetblue Airways
B6 811
14:40
Logan (BOS)
Mon, 7 Dec
3h 2min
Direct
16:42
Chicago O'Hare International Airport (ORD)
Mon, 7 Dec
$109
Jetblue Airways
B6 811
14:40
Logan (BOS)
Tue, 8 Dec
3h 2min
Direct
16:42
Chicago O'Hare International Airport (ORD)
Tue, 8 Dec
$108

Direct flight schedule Boston — Chicago O'Hare International Airport

Direct flights: 9 · Airlines: 3 · First departure: 05:43 · Last departure: 20:29

Departure → arrivalFlightAirport DaysDurationPrice
05:43→08:00 American Airlines AA 2146 LoganBOS MonTueWedThuFriSatSun 3h 17min
07:13→09:26 American Airlines AA 947 LoganBOS MonTueWedThuFriSatSun 3h 13min
08:00→10:10 Jetblue Airways B6 311 LoganBOS MonTueWedThuFriSatSun 3h 10min
12:33→14:40 American Airlines AA 894 LoganBOS MonTueWedThuFriSatSun 3h 7min
13:45→15:51 United Airlines UA 1414 LoganBOS MonTueWedThuFriSatSun 3h 6min
14:40→16:42 Jetblue Airways B6 811 LoganBOS MonTueWedThuFriSatSun 3h 2min
17:59→20:00 Jetblue Airways B6 111 LoganBOS MonTueWedThuFriSatSun 3h 1min
18:20→20:29 American Airlines AA 2166 LoganBOS MonTueWedThuFriSatSun 3h 9min
20:29→22:16 United Airlines UA 375 LoganBOS MonTueWedThuFriSatSun 2h 47min
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 Sat, 31 Oct · One way from $124

Prices as of 20 October, 11:11 Moscow time

Cheap flights Boston to Chicago O'Hare International Airport

Jetblue Airways
Jetblue Airways
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
$90
American Airlines
American Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
$101
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat
Price from
$124
United Airlines
United Airlines
Mon, Tue, Wed, Thu, Fri, Sat
Price from
$173

Which airlines offer the cheapest flights from Boston to Chicago O'Hare International Airport?

Based on collected data, the cheapest flights are offered by Jetblue Airways with an average ticket price of $135.

  • Jetblue Airways Average price: $135 · Flights: 3 · Direct: 3
  • United Airlines Average price: $136 · Flights: 3 · Direct: 3
  • American Airlines Average price: $142 · Flights: 19 · Direct: 19
  • Frontier Airlines Average price: $143 · Flights: 4 · Direct: 0

Which airlines fly most often from Boston to Chicago O'Hare International Airport?

The most flight options on this route are offered by American Airlines — options found: 19.

  • American Airlines Flights: 19 · Direct: 19
  • Frontier Airlines Flights: 4 · Direct: 0
  • Jetblue Airways Flights: 3 · Direct: 3
  • United Airlines Flights: 3 · Direct: 3

Round trip Boston — Chicago O'Hare International Airport

TripOutboundReturnOutbound + returnTotal
Weekend tripSat, 12 DecMon, 14 Dec $106 + $115
One weekWed, 4 NovThu, 12 Nov $90 + $99
Two weeksWed, 4 NovThu, 19 Nov $90 + $92

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

Prices as of 20 October, 11:11 Moscow time

How many days before departure is it cheapest to buy a Boston — Chicago O'Hare International Airport ticket?

The cheapest departure right now is Wed, 4 Nov — from $90. Days before departure: 13. 4–7 days before departure tickets cost from $127, 1–3 days before — from $154.

Before departureDeparture dateDifference from lowestPrice
1–3 days Sat, 24 Oct 70% more
4–7 days Tue, 27 Oct 41% more
8–14 days Wed, 4 Nov cheapest
15–21 days Mon, 9 Nov cheapest
22–30 days Sat, 14 Nov 12% more

Lowest prices for departures in the next 30 days.

How many flights per day operate from Boston to Chicago O'Hare International Airport?

Most flights operate on Wed (11), the fewest on Sat (5).

  • Mon Flights: 9 · Direct: 8
  • Tue Flights: 7 · Direct: 6
  • Wed Flights: 11 · Direct: 10
  • Thu Flights: 11 · Direct: 9
  • Fri Flights: 8 · Direct: 5
  • Sat Flights: 5 · Direct: 4
  • Sun Flights: 6 · Direct: 6

Popular destinations from Boston

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BOS
Boston — Baltimore
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$57
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CHI
from
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Popular destinations to Chicago O'Hare International Airport

All →
FLL
Fort Lauderdale — Chicago
United States → United States
ORD
from
$44
ATL
Atlanta — Chicago
United States → United States
ORD
from
$45
TPA
Tampa — Chicago
United States → United States
ORD
from
$53
DEN
Denver — Chicago
United States → United States
ORD
from
$82
NYC
New York — Chicago
United States → United States
ORD
from
$87
PHX
Phoenix — Chicago
United States → United States
ORD
from
$108
SFO
San Francisco — Chicago
United States → United States
ORD
from
$108
PHL
Philadelphia — Chicago
United States → United States
ORD
from
$108

Cheap flights Boston to Chicago O'Hare International Airport

Price from
$90
Average price
$141
Flight time
3 hours 6 minutes
Distance
1 389 km
Рейсов в неделю
47
Airlines
4
Most frequent flight
B6 811

Prices as of 20 October, 11:10 Moscow time

Airports on the Boston — Chicago O'Hare International Airport route

From → to Flights Direct Airlines Price from
LoganBOS Chicago O'Hare International AirportORD
29254

Departure airports · Boston

Arrival airports · Chicago O'Hare International Airport

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

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15

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$13

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30

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$14

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30

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$16

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$23

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Frequently Asked Questions

Yes. Nonstop flights from Boston to Chicago O'Hare International Airport are operated by: American Airlines, Jetblue Airways, United Airlines. A nonstop flight takes 3 hours 6 minutes on average. Nonstop tickets start at $87.
The average ticket price Boston Chicago O'Hare International Airport is $141. The cheapest ticket costs $87, operated by American Airlines, flight AA 751, departing Boston on 26 November at 20:08, arriving Chicago O'Hare International Airport on 26 November at 22:20. Prices as of 20 October.
A nonstop flight takes 3 hours 6 minutes on average. The fastest is UA 375 United Airlines: 2 hours 47 minutes. With a connection: from 6 hours 37 minutes, usually about 7 hours.
Based on prices for the coming months, the cheapest month to fly is November: tickets from $90. The most expensive month is October, with tickets from $124.
Tickets from Boston to Chicago O'Hare International Airport are sold by: American Airlines, Frontier Airlines, Jetblue Airways, United Airlines. Nonstop: American Airlines, Jetblue Airways, United Airlines.
The distance from Boston to Chicago O'Hare International Airport is 1389 km.
The first nonstop flight departs at 05:43 (AA 2146, American Airlines), the last one at 20:29 (UA 375, United Airlines). Local time.
Yes, the time difference is 1 hour: Boston — UTC−4, Chicago O'Hare International Airport — UTC−5. For example: Boston 12:00 → Chicago O'Hare International Airport 11:00.