Airfare Deals Chicago to Boston

On HolidayPrice.com you will find 6 direct and 3 connecting flights from Chicago to Boston at a price of from $47. 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 CHI - BOS flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Chicago to Boston (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 Boston.

One way flight from Chicago to Boston

Below are the prices of tickets for direct one-way flights from Chicago to Boston. The cheapest flight from Chicago to Boston starts from $ 47 – the departure date for this flight is 03 July 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
03.07.2021 Saturday
from $ 47 Gotogate
Economy Found 2021-06-03
1 Stopover 7 hours 19 min
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17.07.2021 Saturday
from $ 98 FlightNetwork
Economy Found 2 days
1 Stopover 5 hours 8 min
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17.07.2021 Saturday
from $ 134 Kiwi.com
Economy Found 2 days
2 Stopovers 17 hours 7 min
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17.07.2021 Saturday
from $ 136 Trip.com
Economy Found 2 days
Nonstop 2 hours 21 min
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10.07.2021 Saturday
from $ 146 Kiwi.com
Economy Found yesterday
1 Stopover 12 hours 41 min
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03.07.2021 Saturday
from $ 156 Trip.com
Economy Found 2021-06-03
Nonstop 2 hours 21 min
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10.07.2021 Saturday
from $ 177 Kiwi.com
Economy Found yesterday
2 Stopovers 13 hours 5 min
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03.07.2021 Saturday
from $ 180 Kissandfly
Economy Found 2021-06-03
2 Stopovers 17 hours 12 min
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10.07.2021 Saturday
from $ 211 Mytrip.com
Economy Found yesterday
Nonstop 2 hours 13 min
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03.07.2021 Saturday
from $ 214 Kissandfly
Economy Found 2021-06-03
3 Stopovers 22 hours 28 min
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10.07.2021 Saturday
from $ 237 KupiBilet.ru
Economy Found yesterday
3 Stopovers 20 hours 22 min
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17.07.2021 Saturday
from $ 291 Kissandfly
Economy Found 2 days
3 Stopovers 27 hours 19 min
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17.07.2021 Saturday
from $ 1 427 FlightNetwork
Economy Found 2 days
4 Stopovers 40 hours 20 min
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*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Chicago to Boston

You can buy a round-trip ticket from Chicago to Boston (United States) and back using the table below. The best offer starts from $ 132, the flight dates are: there on 05 October 2021 year and back on 14 October 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
American Airlines AA 2499 Night flight
Departure 11.09.21 00:56, Sa
1 Stopover Trip 3 days
Return 14.09.21 06:38, Tu
Spirit Airlines NK 1932 Evening flight
Departure 10.09.21 17:00, Fr
Direct Trip 4 days
Return 14.09.21 07:26, Tu
American Airlines AA 2488 Evening flight
Departure 11.06.21 22:07, Fr
1 Stopover Trip 4 days
Return 15.06.21 20:19, Tu
United Airlines UA 2677 Evening flight
Departure 27.08.21 21:12, Fr
1 Stopover Trip 2 days
Return 29.08.21 17:27, Su
American Airlines AA 815 Night flight
Departure 12.06.21 00:20, Sa
1 Stopover Trip 2 days
Return 13.06.21 15:41, Su
United Airlines UA 2677 Evening flight
Departure 02.09.21 21:12, Th
1 Stopover Trip 4 days
Return 06.09.21 15:25, Mo
Spirit Airlines NK 572 Evening flight
Departure 16.07.21 22:30, Fr
1 Stopover Trip 3 days
Return 20.07.21 04:12, Tu
Spirit Airlines NK 3030 Evening flight
Departure 23.06.21 18:46, We
1 Stopover Trip 5 days
Return 28.06.21 21:37, Mo
Spirit Airlines NK 3030 Evening flight
Departure 03.07.21 18:46, Sa
1 Stopover Trip 5 days
Return 09.07.21 03:49, Fr
Spirit Airlines NK 3030 Evening flight
Departure 19.06.21 18:46, Sa
1 Stopover Trip 1 day
Return 21.06.21 01:23, Mo
Southwest Airlines WN 1731 Night flight
Departure 07.08.21 02:15, Sa
1 Stopover Trip 4 days
Return 10.08.21 15:50, Tu
Southwest Airlines WN 35 Night flight
Departure 20.06.21 01:00, Su
1 Stopover Trip 1 day
Return 21.06.21 01:23, Mo
Southwest Airlines WN 1731 Night flight
Departure 06.08.21 02:15, Fr
1 Stopover Trip 2 days
Return 08.08.21 03:49, Su
United Airlines UA 1709 Night flight
Departure 17.07.21 03:50, Sa
Direct Trip 2 days
Return 19.07.21 15:41, Mo
American Airlines AA 1172 Night flight
Departure 13.06.21 03:10, Su
Direct Trip 1 day
Return 13.06.21 16:48, Su
United Airlines UA 677 Evening flight
Departure 05.08.21 18:51, Th
Direct Trip 2 days
Return 07.08.21 17:57, Sa
United Airlines UA 656 Night flight
Departure 24.06.21 02:00, Th
Direct Trip 5 days
Return 28.06.21 15:41, Mo
United Airlines UA 656 Night flight
Departure 04.07.21 02:15, Su
Direct Trip 7 days
Return 10.07.21 16:48, Sa
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Chicago to Boston 2021

The current flight schedule for the route from Chicago to Boston 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 20 flights every day, from 2hours 10min. Local departure and arrival times are indicated.
06:0009:27
Delta Air Lines DL5697 Delta Air Lines DL5697
ORD → BOS
Mo Tu We Th Fr - -
Check price
06:0009:10
United Airlines UA1185 United Airlines UA1185
ORD → BOS
Mo Tu We Th Fr - -
Check price
06:0009:20
American Airlines AA1181 American Airlines AA1181
ORD → BOS
Mo Tu We Th Fr Sa Su
Check price
07:0010:22
JetBlue Airways B6412 JetBlue Airways B6412
ORD → BOS
Mo - - Th Fr - Su
Check price
07:2810:51
American Airlines AA1287 American Airlines AA1287
ORD → BOS
Mo Tu We Th Fr Sa Su
Check price
07:4511:06
United Airlines UA2212 United Airlines UA2212
ORD → BOS
Mo Tu We Th Fr Sa Su
Check price
08:0011:29
Delta Air Lines DL5730 Delta Air Lines DL5730
ORD → BOS
- - - - - Sa -
Check price
08:3412:03
Delta Air Lines DL5730 Delta Air Lines DL5730
ORD → BOS
Mo Tu We Th Fr - Su
Check price
08:4512:12
American Airlines AA1194 American Airlines AA1194
ORD → BOS
Mo Tu We Th Fr Sa Su
Check price
08:5612:13
United Airlines UA2248 United Airlines UA2248
ORD → BOS
Mo Tu We Th Fr - -
Check price
09:0712:27
JetBlue Airways B61012 JetBlue Airways B61012
ORD → BOS
Mo Tu We Th Fr Sa Su
Check price
10:1713:50
American Airlines AA2264 American Airlines AA2264
ORD → BOS
Mo Tu We Th Fr Sa Su
Check price
Show all

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

Flight Information

Flying to Boston from Chicago takes 02:20 minutes (excluding transfers). The distance between Chicago and Boston is 847 miles (1364 kilometers). Planes depart from Chicago between 00:00 and 23:55. The fastest flight from the company United Airlines with flight number UA 1420. Flies for just 01:55 minutes with departure from O'Hare and arrival in Boston RT128 Railway.

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

01:55

Airlines

Direct flight

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

*Flight number

Flights with Transfers

Flights with transfers from Chicago to Boston can be bought from 3 airlines:

  • Southwest Airlines: Detroit, Cleveland, Nashville
  • American Airlines: Detroit, Saint Paul Island, Nashville
  • United Airlines: Detroit, Hamilton, Saint Paul Island

*Transit cities

Airports

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

Chicago airports:

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

Boston airports:

Boston RT128 Railway  ~ 4 km*

*Distance from the airport to the city center

Aircraft

You can fly from Chicago to Boston on board of 6 airlines that utilize 12 aircraft models.

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

Connecting cities

The list of cities on transfer flights to Boston from Chicago. The best options are to fly through: Detroit, Saint Paul Island, Cleveland, Nashville.

Cheap airline tickets from Chicago to United States

Here is a list of flights from Chicago 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.

Chicago - New York AA 2382 American Airlines Boeing 737-800
01:13 O'Hare
in a way 1 hours 47 min Direct
03:00 Newark Liberty
Flights
from $ 51
16 June 2021
Chicago - Los Angeles AA 2744 American Airlines Airbus A321
20:03 O'Hare
in a way 3 hours 57 min Direct
00:00 Los Angeles
Flights
from $ 63
17 June 2021
Chicago - Miami WN 1909 Southwest Airlines Boeing 737-700
13:40 Chicago Midway
in a way 2 hours 55 min Direct
16:35 Fort Lauderdale Executive Airport
Flights
from $ 35
17 June 2021
Chicago - San Francisco AA 1312 American Airlines Boeing 737-800
17:55 O'Hare
in a way 4 hours 5 min Direct
22:00 Norman Y. Mineta San Jose
Flights
from $ 96
03 November 2021
Chicago - Boston UA 1420 United Airlines Airbus A320
17:05 O'Hare
in a way 1 hours 55 min Direct
19:00 Boston RT128 Railway
Flights
from $ 47
03 July 2021

All flights from Chicago

Flights from United States to Boston

Here are the cheapest flight bookings from United States to Boston 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 - Boston AA 2121 American Airlines Embraer 190
16:00 LaGuardia
in a way 1 hours 0 min Direct
17:00 Boston RT128 Railway
Flights
from $ 39
08 July 2021
Los Angeles - Boston B6 504 JetBlue Airways Airbus A320
08:00 Long Beach Airport
in a way 5 hours 14 min Direct
13:14 Boston RT128 Railway
Flights
from $ 119
14 June 2021
Miami - Boston B6 22 JetBlue Airways Airbus A320
03:12 Palm Beach
in a way 2 hours 56 min Direct
06:08 Boston RT128 Railway
Flights
from $ 30
17 June 2021
Chicago - Boston UA 1420 United Airlines Airbus A320
17:05 O'Hare
in a way 1 hours 55 min Direct
19:00 Boston RT128 Railway
Flights
from $ 47
03 July 2021
San Francisco - Boston B6 834 JetBlue Airways Airbus A318/319/320/321
06:35 San Francisco
in a way 5 hours 26 min Direct
12:01 Boston RT128 Railway
Flights
from $ 149
04 August 2021

All flights to Boston

Tips for buying a ticket

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

Cheap flights from Chicago to Boston
Boston city

To start searching for tickets, Specify dates.

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