Airfare Deals

On HolidayPrice.com you will find 6 direct and 4 connecting flights from Boston to Chicago at a price of from $24. 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.

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 $ 24 – the departure date for this flight is 13 August 2020.

02.06.2020 Wednesday
from $ 61 Vayama
Economy Found yesterday
1 transfer 5 hours 53 min
Find
02.06.2020 Wednesday
from $ 65 MyHolidays
Economy Found yesterday
no transfers 2 hours 45 min
Find
02.06.2020 Wednesday
from $ 311 Kiwi.com
Economy Found yesterday
2 transfers 16 hours 35 min
Find
*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 $ 50, the flight dates are: there on 10 July 2020 year and back on 12 July 2020 year.

Spirit Airlines NK 2855 Day flight
Departure 10.07.20 15:05, Fr
Direct Trip 2 days
Return 12.07.20 19:59, Su
American Airlines AA 1801 Morning flight
Departure 13.06.20 06:01, Sa
1 transfer Trip 5 days
Return 18.06.20 11:59, Th
American Airlines AA 1239 Morning flight
Departure 05.06.20 10:40, Fr
Direct Trip 3 days
Return 08.06.20 11:59, Mo
American Airlines AA 653 Morning flight
Departure 03.06.20 09:40, We
1 transfer Trip 11 hours
Return 03.06.20 20:38, We
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Boston to Chicago 2020

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 23 flights every day, from 2hours 40min. Local departure and arrival times are indicated.
05:2007:05
Southwest Airlines WN546 Southwest Airlines WN546
BOS—MDW
Mo Tu We Th Fr - -
Check price
05:3007:10
Southwest Airlines WN3351 Southwest Airlines WN3351
BOS—MDW
- - - - - Sa -
Check price
06:0507:50
Southwest Airlines WN3119 Southwest Airlines WN3119
BOS—MDW
- - - - - - Su
Check price
06:1008:18
Delta Air Lines DL5904 Delta Air Lines DL5904
BOS—ORD
Mo Tu We Th Fr - -
Check price
06:2808:30
JetBlue Airways B6111 JetBlue Airways B6111
BOS—ORD
Mo - - Th Fr Sa Su
Check price
06:3008:35
American Airlines AA2265 American Airlines AA2265
BOS—ORD
Mo Tu We Th Fr - Su
Check price
07:0008:52
United Airlines UA449 United Airlines UA449
BOS—ORD
Mo Tu We Th Fr Sa Su
Check price
07:4109:45
American Airlines AA2262 American Airlines AA2262
BOS—ORD
Mo Tu We Th Fr Sa Su
Check price
08:2610:30
JetBlue Airways B6311 JetBlue Airways B6311
BOS—ORD
Mo Tu We Th Fr - -
Check price
08:3010:21
United Airlines UA357 United Airlines UA357
BOS—ORD
- - - - - - Su
Check price
08:3010:22
United Airlines UA357 United Airlines UA357
BOS—ORD
Mo Tu We Th Fr Sa Su
Check price
08:3010:22
United Airlines UA775 United Airlines UA775
BOS—ORD
- - - - - Sa -
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 Boston to Chicago starts from $ 24. The departure date of that flight is 13 August 2020.

Round trip costs start from $ 50, with the departure date there being on 10 July 2020 year, and back on 12 July 2020 year.

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

And 4 airlines fly with transfers: Southwest Airlines, JetBlue Airways, Delta Air Lines, Air Canada

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

13 aircraft models fly from Boston to Chicago, overcoming 847 miles in an average of 02:20 mins. The fastest aircraft on this route is Boeing 737-900 from United Airlines, it flies for 02:16 min.

  • 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

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 $ 70

*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
from $ 62 24 June 2020
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
from $ 58 21 August 2020
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
from $ 58 21 July 2020
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
from $ 24 13 August 2020
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
from $ 102 03 August 2020

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
from $ 36 01 July 2020
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
from $ 43 19 June 2020
Miami - Chicago AA 2796 American Airlines Boeing 767-300
17:05 Miami
in a way 2 hours 55 min Direct
20:00 O'Hare
from $ 43 06 June 2020
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
from $ 77 18 June 2020
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
from $ 24 13 August 2020

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

Last minute and special deals from airlines

If there are no promotions and discounts on tickets to Chicago from Boston 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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