Airfare Deals Boston to Chicago

On HolidayPrice.com you will find 6 direct and 4 connecting flights from Boston to Chicago at a price of from $23. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out BOS - CHI flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Boston to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

One way flight from Boston to Chicago

Below are the prices of tickets for direct one-way flights from Boston to Chicago. The cheapest flight from Boston to Chicago starts from $23 – the departure date for this flight is 11 September 2024.

Sort by: Departure dateCheap flightsFast flightsDirect flights
24.07.2024 Wednesday
from $36
Economy Found 2 days
Nonstop 2 hours 54 min
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30.07.2024 Tuesday
from $36
Economy Found yesterday
Nonstop 2 hours 54 min
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01.07.2024 Monday
from $47 Biletix
Economy Found 2024-06-03
Nonstop 2 hours 54 min
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20.07.2024 Saturday
from $48
Economy Found today
Nonstop 2 hours 54 min
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11.07.2024 Thursday
from $48
Economy Found yesterday
Nonstop 2 hours 54 min
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01.07.2024 Monday
from $57 Biletix
Economy Found 2024-06-03
1 Stopover 6 hours 5 min
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29.07.2024 Monday
from $67
Economy Found today
Nonstop 2 hours 54 min
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10.07.2024 Wednesday
from $77
Economy Found yesterday
1 Stopover 5 hours 29 min
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21.07.2024 Sunday
from $87
Economy Found 2024-06-04
Nonstop 2 hours 54 min
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26.07.2024 Friday
from $87
Economy Found 2 days
Nonstop 2 hours 54 min
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19.07.2024 Friday
from $92
Economy Found yesterday
1 Stopover 11 hours 15 min
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02.07.2024 Tuesday
from $98
Economy Found today
1 Stopover 6 hours 59 min
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21.07.2024 Sunday
from $124
Economy Found 2024-06-04
1 Stopover 10 hours 15 min
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26.07.2024 Friday
from $124
Economy Found 2 days
1 Stopover 7 hours 46 min
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07.07.2024 Sunday
from $127
Economy Found today
1 Stopover 5 hours 29 min
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12.07.2024 Friday
from $412
Economy Found 2 days
2 Stopovers 16 hours 34 min
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05.07.2024 Friday
from $422
Economy Found today
2 Stopovers 9 hours 58 min
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04.07.2024 Thursday
from $422
Economy Found today
2 Stopovers 7 hours 23 min
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28.07.2024 Sunday
from $425
Economy Found 2 days
2 Stopovers 7 hours 2 min
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23.07.2024 Tuesday
from $425
Economy Found 2 days
2 Stopovers 6 hours 57 min
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16.07.2024 Tuesday
from $425
Economy Found today
2 Stopovers 6 hours 57 min
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17.07.2024 Wednesday
from $426
Economy Found yesterday
2 Stopovers 6 hours 57 min
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06.07.2024 Saturday
from $428
Economy Found yesterday
2 Stopovers 10 hours 47 min
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08.07.2024 Monday
from $430
Economy Found today
2 Stopovers 7 hours 46 min
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13.07.2024 Saturday
from $437
Economy Found 2 days
2 Stopovers 10 hours 47 min
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09.07.2024 Tuesday
from $447
Economy Found 2 days
2 Stopovers 8 hours 33 min
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25.07.2024 Thursday
from $457
Economy Found 2 days
2 Stopovers 10 hours 24 min
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18.07.2024 Thursday
from $457
Economy Found today
2 Stopovers 8 hours 33 min
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15.07.2024 Monday
from $457
Economy Found today
2 Stopovers 7 hours 33 min
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03.07.2024 Wednesday
from $457
Economy Found today
2 Stopovers 7 hours 10 min
Find Flights
*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Boston to Chicago

You can buy a round-trip ticket from Boston to Chicago (United States) and back using the table below. The best offer starts from $83, the flight dates are: there on 15 June 2024 year and back on 15 June 2024 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 174 Morning flight
Departure 18.06.24 10:30, Tu
Direct Trip 1 day
Return 19.06.24 02:10, We
Spirit Airlines NK 174 Day flight
Departure 11.09.24 11:00, We
Direct Trip 5 days
Return 16.09.24 02:04, Mo
Spirit Airlines NK 174 Day flight
Departure 04.09.24 11:00, We
Direct Trip 7 days
Return 11.09.24 02:04, We
Spirit Airlines NK 174 Morning flight
Departure 12.06.24 10:30, We
Direct Trip 7 days
Return 19.06.24 02:10, We
Spirit Airlines NK 174 Day flight
Departure 10.09.24 11:00, Tu
Direct Trip 5 days
Return 15.09.24 02:04, Su
Spirit Airlines NK 174 Day flight
Departure 07.09.24 11:00, Sa
Direct Trip 4 days
Return 11.09.24 02:04, We
Spirit Airlines NK 174 Day flight
Departure 09.09.24 11:00, Mo
Direct Trip 2 days
Return 11.09.24 02:04, We
Spirit Airlines NK 174 Morning flight
Departure 06.09.24 09:30, Fr
Direct Trip 5 days
Return 11.09.24 01:59, We
Spirit Airlines NK 174 Morning flight
Departure 05.09.24 09:30, Th
Direct Trip 6 days
Return 11.09.24 01:59, We
Spirit Airlines NK 174 Morning flight
Departure 20.06.24 10:30, Th
Direct Trip 1 day
Return 21.06.24 02:10, Fr
Spirit Airlines NK 174 Morning flight
Departure 19.06.24 10:30, We
Direct Trip 8 days
Return 27.06.24 01:02, Th
Spirit Airlines NK 174 Morning flight
Departure 28.08.24 09:45, We
Direct Trip 9 days
Return 06.09.24 02:04, Fr
Spirit Airlines NK 174 Day flight
Departure 12.09.24 11:00, Th
Direct Trip 5 days
Return 17.09.24 02:04, Tu
Spirit Airlines NK 174 Day flight
Departure 13.09.24 11:00, Fr
Direct Trip 2 days
Return 15.09.24 02:04, Su
Spirit Airlines NK 174 Day flight
Departure 08.09.24 11:00, Su
Direct Trip 4 days
Return 12.09.24 02:04, Th
Spirit Airlines NK 174 Morning flight
Departure 24.07.24 10:35, We
Direct Trip 1 day
Return 25.07.24 03:14, Th
Spirit Airlines NK 174 Day flight
Departure 14.09.24 11:00, Sa
Direct Trip 2 days
Return 16.09.24 02:04, Mo
Spirit Airlines NK 174 Morning flight
Departure 26.06.24 10:30, We
Direct Trip 15 days
Return 11.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 23.07.24 10:35, Tu
Direct Trip 3 days
Return 26.07.24 02:33, Fr
Spirit Airlines NK 174 Morning flight
Departure 02.07.24 10:30, Tu
Direct Trip 1 day
Return 03.07.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 25.06.24 10:30, Tu
Direct Trip 1 day
Return 26.06.24 02:10, We
Spirit Airlines NK 174 Day flight
Departure 20.08.24 12:00, Tu
Direct Trip 2 days
Return 22.08.24 01:59, Th
Spirit Airlines NK 174 Morning flight
Departure 30.07.24 10:35, Tu
Direct Trip 2 days
Return 01.08.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 16.07.24 10:35, Tu
Direct Trip 2 days
Return 18.07.24 03:14, Th
Spirit Airlines NK 174 Day flight
Departure 27.08.24 12:00, Tu
Direct Trip 16 days
Return 12.09.24 01:59, Th
Spirit Airlines NK 174 Morning flight
Departure 01.09.24 09:45, Su
Direct Trip 10 days
Return 11.09.24 01:59, We
Spirit Airlines NK 174 Morning flight
Departure 22.06.24 10:30, Sa
Direct Trip 4 days
Return 26.06.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 01.07.24 10:30, Mo
Direct Trip 10 days
Return 11.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 09.07.24 10:30, Tu
Direct Trip 2 days
Return 11.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 21.06.24 10:30, Fr
Direct Trip 2 days
Return 23.06.24 01:39, Su
Spirit Airlines NK 174 Morning flight
Departure 27.06.24 10:30, Th
Direct Trip 6 days
Return 03.07.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 11.07.24 10:35, Th
Direct Trip 8 days
Return 19.07.24 02:33, Fr
Spirit Airlines NK 174 Morning flight
Departure 10.07.24 10:35, We
Direct Trip 4 days
Return 14.07.24 02:33, Su
Spirit Airlines NK 174 Morning flight
Departure 24.06.24 10:30, Mo
Direct Trip 2 days
Return 26.06.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 06.07.24 10:30, Sa
Direct Trip 5 days
Return 11.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 25.07.24 10:35, Th
Direct Trip 6 days
Return 31.07.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 17.07.24 10:35, We
Direct Trip 1 day
Return 18.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 13.07.24 10:35, Sa
Direct Trip 3 days
Return 16.07.24 02:33, Tu
Spirit Airlines NK 174 Morning flight
Departure 22.07.24 10:35, Mo
Direct Trip 3 days
Return 25.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 15.07.24 10:35, Mo
Direct Trip 4 days
Return 19.07.24 02:33, Fr
Spirit Airlines NK 174 Morning flight
Departure 20.07.24 10:35, Sa
Direct Trip 4 days
Return 24.07.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 18.07.24 10:35, Th
Direct Trip 8 days
Return 26.07.24 02:33, Fr
Spirit Airlines NK 174 Morning flight
Departure 15.06.24 10:30, Sa
Direct Trip 1 day
Return 16.06.24 01:39, Su
Spirit Airlines NK 174 Morning flight
Departure 05.07.24 10:30, Fr
Direct Trip 5 days
Return 10.07.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 06.08.24 10:35, Tu
Direct Trip 8 days
Return 14.08.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 14.07.24 10:35, Su
Direct Trip 3 days
Return 17.07.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 23.06.24 10:30, Su
Direct Trip 3 days
Return 26.06.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 13.08.24 10:35, Tu
Direct Trip 8 days
Return 21.08.24 01:59, We
Spirit Airlines NK 174 Morning flight
Departure 11.06.24 10:30, Tu
Direct Trip 8 days
Return 19.06.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 13.06.24 10:30, Th
Direct Trip 6 days
Return 19.06.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 16.06.24 10:30, Su
Direct Trip 3 days
Return 19.06.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 17.06.24 10:30, Mo
Direct Trip 2 days
Return 19.06.24 02:10, We
Spirit Airlines NK 174 Day flight
Departure 03.09.24 12:00, Tu
Direct Trip 8 days
Return 11.09.24 01:59, We
Spirit Airlines NK 174 Morning flight
Departure 04.07.24 10:30, Th
Direct Trip 7 days
Return 11.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 14.06.24 10:30, Fr
Direct Trip 5 days
Return 19.06.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 19.07.24 10:35, Fr
Direct Trip 4 days
Return 23.07.24 02:33, Tu
Spirit Airlines NK 174 Morning flight
Departure 28.06.24 10:30, Fr
Direct Trip 5 days
Return 03.07.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 30.06.24 10:30, Su
Direct Trip 3 days
Return 03.07.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 08.07.24 10:30, Mo
Direct Trip 3 days
Return 11.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 27.07.24 10:35, Sa
Direct Trip 5 days
Return 01.08.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 07.08.24 10:35, We
Direct Trip 9 days
Return 16.08.24 01:59, Fr
Spirit Airlines NK 174 Morning flight
Departure 12.08.24 10:35, Mo
Direct Trip 4 days
Return 16.08.24 01:59, Fr
Spirit Airlines NK 174 Morning flight
Departure 29.07.24 10:35, Mo
Direct Trip 2 days
Return 31.07.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 31.08.24 09:45, Sa
Direct Trip 8 days
Return 08.09.24 01:59, Su
Spirit Airlines NK 174 Morning flight
Departure 29.06.24 10:30, Sa
Direct Trip 1 day
Return 30.06.24 01:39, Su
Spirit Airlines NK 174 Morning flight
Departure 03.07.24 10:30, We
Direct Trip 16 days
Return 19.07.24 02:33, Fr
Spirit Airlines NK 174 Morning flight
Departure 02.08.24 10:35, Fr
Direct Trip 7 days
Return 09.08.24 02:33, Fr
Frontier Airlines F9 3011 Day flight
Departure 17.08.24 16:48, Sa
1 Stopover Trip 4 days
Return 21.08.24 10:01, We
Frontier Airlines F9 3011 Day flight
Departure 24.08.24 16:48, Sa
1 Stopover Trip 18 days
Return 11.09.24 10:01, We
Frontier Airlines F9 3011 Day flight
Departure 14.08.24 16:36, We
1 Stopover Trip 6 days
Return 20.08.24 10:01, Tu
Frontier Airlines F9 3011 Day flight
Departure 15.08.24 16:36, Th
1 Stopover Trip 5 days
Return 20.08.24 10:01, Tu
Spirit Airlines NK 174 Morning flight
Departure 12.07.24 10:35, Fr
Direct Trip 8 days
Return 20.07.24 02:33, Sa
Spirit Airlines NK 1359 Evening flight
Departure 31.07.24 18:40, We
1 Stopover Trip 1 day
Return 02.08.24 02:33, Fr
Spirit Airlines NK 174 Morning flight
Departure 28.07.24 10:35, Su
Direct Trip 5 days
Return 02.08.24 02:33, Fr
Spirit Airlines NK 174 Morning flight
Departure 21.07.24 10:35, Su
Direct Trip 4 days
Return 25.07.24 03:14, Th
Spirit Airlines NK 174 Morning flight
Departure 26.07.24 10:35, Fr
Direct Trip 5 days
Return 31.07.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 08.08.24 10:35, Th
Direct Trip 6 days
Return 14.08.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 05.08.24 10:35, Mo
Direct Trip 2 days
Return 07.08.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 29.08.24 09:45, Th
Direct Trip 7 days
Return 05.09.24 01:59, Th
Spirit Airlines NK 174 Morning flight
Departure 01.08.24 10:35, Th
Direct Trip 6 days
Return 07.08.24 02:33, We
Frontier Airlines F9 2167 Day flight
Departure 22.08.24 12:15, Th
1 Stopover Trip 6 days
Return 28.08.24 10:01, We
Delta Air Lines DL 2676 Evening flight
Departure 21.08.24 23:40, We
Direct Trip 6 days
Return 28.08.24 11:39, We
Spirit Airlines NK 1359 Evening flight
Departure 09.08.24 18:23, Fr
1 Stopover Trip 4 days
Return 14.08.24 02:33, We
Spirit Airlines NK 1988 Day flight
Departure 19.08.24 14:04, Mo
1 Stopover Trip 1 day
Return 21.08.24 01:59, We
Spirit Airlines NK 174 Morning flight
Departure 11.08.24 10:35, Su
Direct Trip 5 days
Return 16.08.24 01:59, Fr
Spirit Airlines NK 174 Morning flight
Departure 03.08.24 10:35, Sa
Direct Trip 4 days
Return 07.08.24 02:33, We
Delta Air Lines DL 2570 Day flight
Departure 10.06.24 11:35, Mo
Direct Trip 15 days
Return 25.06.24 11:30, Tu
Spirit Airlines NK 296 Morning flight
Departure 04.08.24 10:10, Su
1 Stopover Trip 4 days
Return 08.08.24 03:14, Th
Delta Air Lines DL 2676 Evening flight
Departure 16.08.24 23:40, Fr
Direct Trip 4 days
Return 20.08.24 18:59, Tu
Delta Air Lines DL 2646 Evening flight
Departure 30.08.24 19:55, Fr
Direct Trip 4 days
Return 03.09.24 11:35, Tu
Delta Air Lines DL 2676 Night flight
Departure 26.08.24 00:55, Mo
Direct Trip 1 day
Return 27.08.24 11:39, Tu
Delta Air Lines DL 2570 Day flight
Departure 23.08.24 11:30, Fr
Direct Trip 4 days
Return 27.08.24 11:39, Tu
Delta Air Lines DL 2676 Night flight
Departure 27.08.24 00:20, Tu
Direct Trip 1 day
Return 28.08.24 11:39, We
Delta Air Lines DL 2676 Evening flight
Departure 02.09.24 23:50, Mo
Direct Trip 9 days
Return 11.09.24 19:00, We
Delta Air Lines DL 2676 Night flight
Departure 19.08.24 00:55, Mo
Direct Trip 2 days
Return 21.08.24 11:39, We
Spirit Airlines NK 1359 Evening flight
Departure 10.08.24 18:23, Sa
1 Stopover Trip 3 days
Return 14.08.24 02:33, We
Spirit Airlines NK 174 Morning flight
Departure 09.06.24 10:30, Su
Direct Trip 10 days
Return 19.06.24 02:10, We
Spirit Airlines NK 174 Morning flight
Departure 07.07.24 10:30, Su
Direct Trip 2 days
Return 09.07.24 02:10, Tu
Spirit Airlines NK 174 Morning flight
Departure 07.06.24 10:30, Fr
Direct Trip 9 days
Return 16.06.24 01:39, Su
Spirit Airlines NK 174 Morning flight
Departure 08.06.24 10:30, Sa
Direct Trip 8 days
Return 16.06.24 01:39, Su
*Prices include: baggage, hand luggage, airline fees and charges.
From Boston to Chicago from $97! Airfare Deals by Frontier Airlines
from $97 left 2 days
Sales dates 01 June 2024 Flight dates: 10 June 2024
Boston - Chicago One way, Economy - from $97
Find flights

Flight Schedule Boston to Chicago 2024

The current flight schedule for the route from Boston to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 9 flights every day, from 2hours 40min. Local departure and arrival times are indicated.
05:5507:40
Southwest Airlines WN678 Southwest Airlines WN678
BOS → MDW
- - - - - Sa -
Check price
06:0008:05
United Airlines UA567 United Airlines UA567
BOS → ORD
Mo Tu We Th Fr Sa Su
Check price
06:1508:23
Delta Air Lines DL1417 Delta Air Lines DL1417
BOS → ORD
Mo Tu We Th Fr - -
Check price
06:3008:15
Southwest Airlines WN678 Southwest Airlines WN678
BOS → MDW
Mo - - Th Fr - Su
Check price
06:3808:38
JetBlue Airways B6311 JetBlue Airways B6311
BOS → ORD
Mo Tu We Th Fr Sa Su
Check price
06:4508:43
American Airlines AA1509 American Airlines AA1509
BOS → ORD
- - - - - Sa -
Check price
06:5508:54
American Airlines AA1509 American Airlines AA1509
BOS → ORD
Mo Tu We Th Fr - Su
Check price
06:5508:35
Southwest Airlines WN678 Southwest Airlines WN678
BOS → MDW
- Tu We - - - -
Check price
07:3009:35
United Airlines UA2341 United Airlines UA2341
BOS → ORD
- Tu We Th Fr Sa -
Check price
07:3509:40
United Airlines UA2341 United Airlines UA2341
BOS → ORD
Mo - - - - - -
Check price
07:4009:45
United Airlines UA2341 United Airlines UA2341
BOS → ORD
- - - - - - Su
Check price
08:3010:29
American Airlines AA1239 American Airlines AA1239
BOS → ORD
Mo Tu We Th Fr - Su
Check price
Show all

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from Boston takes 02:20 minutes (excluding transfers). The distance between Boston and Chicago is 847 miles (1364 kilometers). Planes depart from Boston between 00:00 and 23:55. The fastest flight from the company United Airlines with flight number UA 789. Flies for just 02:16 minutes with departure from Boston RT128 Railway and arrival in O'Hare.

time

Average flight time

02:20 min

distance

Distance

847 mi

The earliest flight

The earliest flight

00:00

The latest flight

The latest flight

23:55

Airplane

The fastest flight

02:16

Airlines

Direct flight

There are 6 airlines that fly directly from Boston to Chicago. The most popular company carrying out non-stop flights is United Airlines.

*Flight number

Flights with Transfers

Flights with transfers from Boston to Chicago can be bought from 4 airlines:

  • Southwest Airlines: Baltimore
  • JetBlue Airways: Cleveland, Baltimore, Pittsburgh
  • Delta Air Lines: New York
  • Air Canada: Hamilton

*Transit cities

Airports

Airports serving the air communication between Boston and Chicago. You can fly to Chicago from 1 Boston airports. Planes arrive at 2 airport in Chicago.

Boston airports:

Boston RT128 Railway  ~ 4 km*

Chicago airports:

O'Hare  ~ 25 km* from $ 63Chicago Midway  ~ 14 km* from $ 71

*Distance from the airport to the city center

Aircraft

You can fly from Boston to Chicago on board of 6 airlines that utilize 13 aircraft models.

  • Airbus A319
  • Airbus A320
  • Airbus A321
  • Boeing 737
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 737-900
  • Boeing 757-200
  • Boeing 757-300
  • Embraer 170
  • Embraer 175
  • Embraer 190
  • Embraer EMB 175

Connecting cities

The list of cities on transfer flights to Chicago from Boston. The best options are to fly through: Baltimore, Cleveland, New York, Hamilton, Pittsburgh, Detroit.

Cheap airline tickets from Boston to United States

Here is a list of flights from Boston to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Boston - New York B6 917 JetBlue Airways Embraer 190
12:10 Boston RT128 Railway
in a way 0 hours 50 min Direct
13:00 John F. Kennedy
Flights
from $34
17 June 2024
Boston - Los Angeles UA 2145 United Airlines Boeing 757-200
16:45 Boston RT128 Railway
in a way 6 hours 0 min Direct
22:45 Los Angeles
Flights
from $74
23 August 2024
Boston - Miami B6 221 JetBlue Airways Airbus A320
03:50 Boston RT128 Railway
in a way 3 hours 8 min Direct
06:58 Palm Beach
Flights
from $64
16 September 2024
Boston - Chicago UA 789 United Airlines Boeing 737-900
02:44 Boston RT128 Railway
in a way 2 hours 16 min Direct
05:00 O'Hare
Flights
from $23
11 September 2024
Boston - San Francisco B6 133 JetBlue Airways Airbus A318/319/320/321
13:52 Boston RT128 Railway
in a way 6 hours 8 min Direct
20:00 San Francisco
Flights
from $95
23 August 2024

All flights from Boston

Flights from United States to Chicago

Here are the cheapest flight bookings from United States to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Chicago UA 761 United Airlines Boeing 737-800
13:00 LaGuardia
in a way 2 hours 0 min Direct
15:00 O'Hare
Flights
from $29
11 September 2024
Los Angeles - Chicago UA 910 United Airlines Boeing 737-800
10:23 Los Angeles
in a way 3 hours 37 min Direct
14:00 O'Hare
Flights
from $67
03 July 2024
Miami - Chicago AA 2796 American Airlines Boeing 767-300
17:05 Miami
in a way 2 hours 55 min Direct
20:00 O'Hare
Flights
from $21
12 June 2024
San Francisco - Chicago UA 1800 United Airlines Airbus A319
04:15 San Francisco
in a way 3 hours 45 min Direct
08:00 O'Hare
Flights
from $108
14 June 2024
Boston - Chicago UA 789 United Airlines Boeing 737-900
02:44 Boston RT128 Railway
in a way 2 hours 16 min Direct
05:00 O'Hare
Flights
from $23
11 September 2024

All flights to Chicago

Tips for buying a ticket

Boston – Chicago – Boston round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Boston to Chicago
Chicago city

To start searching for tickets, Specify dates.

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