Airfare Deals

On HolidayPrice.com you will find 6 direct and 3 connecting flights from Chicago to Boston at a price of from $46. 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 $ 46 – the departure date for this flight is 30 June 2020.

Departure date Distance Stops Business class / economy Find Ticket

21.02.20

849.41 m

Direct

Economy

Find from 108USD

21.02.20

849.41 m

1 stop

Economy

Find from 177USD

21.02.20

849.41 m

2 stops

Economy

Find from 325USD

24.02.20

849.41 m

Direct

Economy

Find from 121USD

24.02.20

849.41 m

1 stop

Economy

Find from 108USD

24.02.20

849.41 m

2 stops

Economy

Find from 200USD

25.02.20

849.41 m

Direct

Economy

Find from 47USD

25.02.20

849.41 m

1 stop

Economy

Find from 65USD

25.02.20

849.41 m

2 stops

Economy

Find from 336USD

01.03.20

849.41 m

Direct

Economy

Find from 76USD

01.03.20

849.41 m

1 stop

Economy

Find from 163USD

01.03.20

849.41 m

2 stops

Economy

Find from 203USD

02.03.20

849.41 m

Direct

Economy

Find from 52USD

02.03.20

849.41 m

1 stop

Economy

Find from 75USD

02.03.20

849.41 m

2 stops

Economy

Find from 159USD

03.03.20

849.41 m

Direct

Economy

Find from 51USD

03.03.20

849.41 m

1 stop

Economy

Find from 74USD

03.03.20

849.41 m

2 stops

Economy

Find from 11 844USD

18.03.20

849.41 m

Direct

Economy

Find from 50USD

18.03.20

849.41 m

1 stop

Economy

Find from 75USD

18.03.20

849.41 m

2 stops

Economy

Find from 288USD

20.03.20

849.41 m

Direct

Economy

Find from 139USD

20.03.20

849.41 m

1 stop

Economy

Find from 239USD

20.03.20

849.41 m

2 stops

Economy

Find from 162USD

*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 $ 88. In the low season in January, February, March, air tickets become cheaper and the average price will be from $ 78 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 $ 94, the flight dates are: there on 30 April 2020 year and back on 02 May 2020 year.

Departure date Return date Airlines Flight number Stops Find Ticket

28.02.20

01.03.20

United Airlines

UA 301

Direct

Tickets from 130USD

*Prices include: baggage, hand luggage, airline fees and charges.

Cheap tickets to Boston from Chicago

The optimal cost of a flight from Chicago to Boston in both directions for each month of 2020 is shown below. The cheapest option starts from $ 94 with departure on 30 April 2020 year.

Departure date Return date Airlines Flight number Stops Find Ticket

20.02.20

23.02.20

JetBlue Airways

B6 412

Direct

Flights from 100USD

01.03.20

03.03.20

JetBlue Airways

B6 412

Direct

Flights from 98USD

30.04.20

02.05.20

Spirit Airlines

NK 2874

Direct

Flights from 95USD

14.05.20

22.05.20

Spirit Airlines

NK 2874

Direct

Flights from 125USD

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 12 flights every day, from 2hours 10min. Local departure and arrival times are indicated.
05:5009:08
JetBlue Airways B6412 JetBlue Airways B6412
ORD—BOS
Mo - - Th Fr Sa -
Check price
06:0009:12
United Airlines UA342 United Airlines UA342
ORD—BOS
Mo Tu We Th Fr Sa Su
Check price
06:0009:29
Delta Air Lines DL5890 Delta Air Lines DL5890
ORD—BOS
Mo Tu We Th Fr - -
Check price
08:4512:03
American Airlines AA2723 American Airlines AA2723
ORD—BOS
Mo Tu - Th Fr Sa -
Check price
08:5312:24
Delta Air Lines DL5904 Delta Air Lines DL5904
ORD—BOS
Mo Tu We Th Fr - Su
Check price
08:5712:09
United Airlines UA1420 United Airlines UA1420
ORD—BOS
Mo Tu We Th Fr - Su
Check price
09:0012:29
Delta Air Lines DL5904 Delta Air Lines DL5904
ORD—BOS
- - - - - Sa -
Check price
09:2512:45
JetBlue Airways B61012 JetBlue Airways B61012
ORD—BOS
Mo Tu We Th Fr Sa Su
Check price
10:4714:13
Delta Air Lines DL6139 Delta Air Lines DL6139
ORD—BOS
- - - - - Sa -
Check price
11:5515:22
Delta Air Lines DL6139 Delta Air Lines DL6139
ORD—BOS
Mo Tu We Th Fr - Su
Check price
12:1015:26
American Airlines AA888 American Airlines AA888
ORD—BOS
Mo Tu We Th Fr Sa Su
Check price
12:1015:27
United Airlines UA301 United Airlines UA301
ORD—BOS
Mo Tu We Th Fr 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 Chicago to Boston starts from $ 46. The departure date of that flight is 30 June 2020.

Round trip costs start from $ 94, with the departure date there being on 30 April 2020 year, and back on 02 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.

Origin-DestinationDepartureArrivalFlightAircraftDatePrice
Chicago - New York01:1303:00AA 2382Boeing 737-80025 March 2020
from $ 46
Chicago - Los Angeles20:0300:00AA 2744Airbus A32104 March 2020
from $ 49
Chicago - Miami13:4016:35WN 1909Boeing 737-70010 March 2020
from $ 40
Chicago - San Francisco17:5522:00AA 1312Boeing 737-80025 February 2020
from $ 74
Chicago - Boston17:0519:00UA 1420Airbus A32030 June 2020
from $ 46

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.

Origin-DestinationDepartureArrivalFlightAircraftDatePrice
New York - Boston16:0017:00AA 2121Embraer 19009 March 2020
from $ 63
Los Angeles - Boston08:0013:14B6 504Airbus A32012 May 2020
from $ 51
Miami - Boston03:1206:08B6 22Airbus A32011 March 2020
from $ 52
Chicago - Boston17:0519:00UA 1420Airbus A32030 June 2020
from $ 46
San Francisco - Boston06:3512:01B6 834Airbus A318/319/320/32125 March 2020
from $ 117

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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