Airfare Deals

On HolidayPrice.com you will find 6 direct and 3 connecting flights from Chicago to Boston at a price of from $38. 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.

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 $ 38 – the departure date for this flight is 14 October 2020.

26.04.2020 Monday
from $ 20 Kiwi.com
Economy Found 2020-03-27
no transfers 2 hours 30 min
Find
15.04.2020 Thursday
from $ 24 MyHolidays
Economy Found 2020-03-25
no transfers 2 hours 26 min
Find
26.04.2020 Monday
from $ 31 Trip.ru
Economy Found 2020-03-27
1 transfer 8 hours 18 min
Find
15.04.2020 Thursday
from $ 61 Kiwi.com
Economy Found 2020-03-25
1 transfer 4 hours 15 min
Find
15.04.2020 Thursday
from $ 86 Kiwi.com
Economy Found 2020-03-25
2 transfers 19 hours 21 min
Find
26.04.2020 Monday
from $ 104 Kiwi.com
Economy Found 2020-03-27
2 transfers 14 hours 57 min
Find
*Prices include: baggage, hand luggage, airline fees and charges.

Flights from Chicago to Boston are most popular in August, September, November. During this period, the average price of fly tickets is from $ 72. In the low season in January, February, March, air tickets become cheaper and the average price will be from $ 64 one way.

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 $ 47, the flight dates are: there on 23 May 2020 year and back on 25 May 2020 year.

American Airlines AA 2384 Morning flight
Departure 23.05.20 07:05, Sa
Direct Trip 2 days
Return 25.05.20 06:00, Mo
American Airlines AA 2723 Morning flight
Departure 04.04.20 08:45, Sa
Direct Trip 8 days
Return 12.04.20 06:00, Su
American Airlines AA 2384 Morning flight
Departure 03.04.20 07:00, Fr
Direct Trip 1 day
Return 04.04.20 13:30, Sa
Southwest Airlines WN 1939 Evening flight
Departure 10.07.20 22:35, Fr
Direct Trip 2 days
Return 12.07.20 14:53, Su
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Chicago to Boston 2020

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 21 flights every day, from 2hours 5min. Local departure and arrival times are indicated.
06:0009:16
United Airlines UA286 United Airlines UA286
ORD—BOS
Mo Tu We Th Fr Sa Su
Check price
06:0009:26
Delta Air Lines DL5890 Delta Air Lines DL5890
ORD—BOS
Mo Tu We Th Fr - -
Check price
06:0509:28
JetBlue Airways B6412 JetBlue Airways B6412
ORD—BOS
Mo - - Th Fr Sa Su
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07:0010:18
American Airlines AA2384 American Airlines AA2384
ORD—BOS
Mo Tu - Th Fr - -
Check price
07:2510:40
Southwest Airlines WN4979 Southwest Airlines WN4979
MDW—BOS
- - - - - - Su
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07:4511:02
United Airlines UA1572 United Airlines UA1572
ORD—BOS
- - - - - Sa -
Check price
07:5011:07
United Airlines UA1693 United Airlines UA1693
ORD—BOS
Mo Tu We Th Fr - Su
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07:5511:12
United Airlines UA1693 United Airlines UA1693
ORD—BOS
- - - - - - Su
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08:4012:04
Delta Air Lines DL5904 Delta Air Lines DL5904
ORD—BOS
- - - - - - Su
Check price
08:4512:04
American Airlines AA2723 American Airlines AA2723
ORD—BOS
Mo Tu We Th Fr Sa Su
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08:5512:19
Delta Air Lines DL5904 Delta Air Lines DL5904
ORD—BOS
Mo Tu We Th Fr Sa -
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08:5712:14
United Airlines UA1420 United Airlines UA1420
ORD—BOS
Mo Tu We Th Fr - Su
Check price
Show all

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

Frequently asked question

The cost of the cheapest one-way flight from Chicago to Boston starts from $ 38. The departure date of that flight is 14 October 2020.

Round trip costs start from $ 47, with the departure date there being on 23 May 2020 year, and back on 25 May 2020 year.

There are 6 airlines flying directly from Chicago to Boston: Southwest Airlines, JetBlue Airways, Delta Air Lines, United Airlines, American Airlines, Spirit Airlines

And 3 airlines fly with transfers: Southwest Airlines, American Airlines, United Airlines

The flight time from Chicago to Boston averages 02:20 mins.

12 aircraft models fly from Chicago to Boston, overcoming 847 miles in an average of 02:20 mins. The fastest aircraft on this route is Airbus A320 from United Airlines, it flies for 01:55 min.

  • 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

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 $ 85O'Hare  ~ 25 km* from $ 76

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
from $ 15 13 April 2020
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
from $ 25 06 April 2020
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
from $ 21 27 April 2020
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
from $ 51 07 April 2020
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
from $ 37 14 October 2020

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
from $ 31 10 April 2020
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
from $ 41 11 April 2020
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
from $ 19 09 April 2020
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
from $ 37 14 October 2020
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
from $ 65 10 April 2020

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

Last minute and special deals from airlines

If there are no promotions and discounts on tickets to Boston from Chicago right now, subscribe and we will notify you of price drops via e-mail (without spam, you can unsubscribe from the newsletter at any time).

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