Airfare Deals from Chicago to Boston

Find cheap flights from Chicago to Boston at Tripsta.co.uk in just 5 minutes. On the site you can compare flight prices on this route, buy airline tickets costing from £50 and see the aircraft schedule.

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The cheapest flight ticket from Chicago to Boston was found 1 day ago. Its one way cost starts from £50, the departure date is 08 July 2021. The minimum price for a round trip flight starts from £86. This flight fare was found 1 day ago, with the following departure dates: Chicago on 14 August 2021 year, and back from Boston on 16 August 2021 year.

Plane tickets from Chicago to Boston, one way

The table shows the prices of direct flight plane tickets to Boston from Chicago. If you find an interesting air travel offer, do not delay your purchase, last minute offers run out very quickly.

Sort by: Departure dateCheap flightsFast flightsDirect flights
08.07.2021 Thursday
from £50 Gotogate
Economy Found yesterday
1 Stopover 8 hours 15 min
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09.07.2021 Friday
from £69 Gotogate
Economy Found yesterday
1 Stopover 6 hours 34 min
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17.07.2021 Saturday
from £70 FlightNetwork
Economy Found 2021-06-08
1 Stopover 5 hours 8 min
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17.07.2021 Saturday
from £96 Kiwi.com
Economy Found 2021-06-08
2 Stopovers 17 hours 7 min
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17.07.2021 Saturday
from £97 Trip.com
Economy Found 2021-06-08
Nonstop 2 hours 21 min
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10.07.2021 Saturday
from £105 Kiwi.com
Economy Found 2021-06-09
1 Stopover 12 hours 41 min
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09.07.2021 Friday
from £119 Trip.com
Economy Found yesterday
Nonstop 2 hours 13 min
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08.07.2021 Thursday
from £119 Trip.com
Economy Found yesterday
Nonstop 2 hours 28 min
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08.07.2021 Thursday
from £124 Kissandfly
Economy Found yesterday
2 Stopovers 13 hours 26 min
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10.07.2021 Saturday
from £127 Kiwi.com
Economy Found 2021-06-09
2 Stopovers 13 hours 5 min
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09.07.2021 Friday
from £133 Kissandfly
Economy Found yesterday
2 Stopovers 13 hours 25 min
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10.07.2021 Saturday
from £151 Mytrip.com
Economy Found 2021-06-09
Nonstop 2 hours 13 min
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08.07.2021 Thursday
from £155 Kissandfly
Economy Found yesterday
3 Stopovers 24 hours 22 min
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10.07.2021 Saturday
from £169 KupiBilet.ru
Economy Found 2021-06-09
3 Stopovers 20 hours 22 min
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09.07.2021 Friday
from £182 FlightNetwork
Economy Found yesterday
3 Stopovers 31 hours 10 min
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Best Flights: Chicago to Boston and back

The cost of a round trip flight on the Chicago - Boston (United States) route. The cheapest ticket was purchased 1 day ago, its price was from £86. It flies to Boston on 14 August 2021 year and returns to Chicago on 16 August 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 3030 Evening flight
Departure 14.08.21 23:56, Sa
1 Stopover Trip 2 days
Return 17.08.21 03:49, Tu
Spirit Airlines NK 3030 Evening flight
Departure 28.07.21 23:56, We
1 Stopover Trip 7 days
Return 05.08.21 03:49, Th
Spirit Airlines NK 3030 Night flight
Departure 07.07.21 00:33, We
1 Stopover Trip 7 days
Return 14.07.21 07:25, We
Spirit Airlines NK 3030 Evening flight
Departure 03.07.21 18:46, Sa
1 Stopover Trip 5 days
Return 09.07.21 02:48, Fr
Spirit Airlines NK 3030 Evening flight
Departure 29.07.21 23:56, Th
1 Stopover Trip 6 days
Return 05.08.21 03:49, Th
Spirit Airlines NK 572 Day flight
Departure 08.07.21 14:40, Th
1 Stopover Trip 3 days
Return 12.07.21 01:18, Mo
Spirit Airlines NK 3030 Night flight
Departure 19.06.21 00:33, Sa
1 Stopover Trip 3 days
Return 21.06.21 23:23, Mo
Spirit Airlines NK 3030 Evening flight
Departure 12.08.21 23:56, Th
1 Stopover Trip 4 days
Return 17.08.21 03:49, Tu
Spirit Airlines NK 900 Day flight
Departure 02.07.21 16:00, Fr
1 Stopover Trip 4 days
Return 06.07.21 21:37, Tu
United Airlines UA 2170 Night flight
Departure 30.07.21 02:15, Fr
2 Stopovers Trip 6 days
Return 05.08.21 06:06, Th
American Airlines AA 1172 Night flight
Departure 09.07.21 03:10, Fr
Direct Trip 3 days
Return 11.07.21 16:48, Su
American Airlines AA 2682 Morning flight
Departure 20.06.21 05:04, Su
Direct Trip 10 hours
Return 20.06.21 15:10, Su
Spirit Airlines NK 3030 Night flight
Departure 26.06.21 00:33, Sa
1 Stopover Trip 1 day
Return 27.06.21 00:28, Su
Spirit Airlines NK 3030 Evening flight
Departure 10.07.21 23:56, Sa
1 Stopover Trip 7 days
Return 18.07.21 03:49, Su
American Airlines AA 1172 Night flight
Departure 15.08.21 03:10, Su
Direct Trip 2 days
Return 16.08.21 17:27, Mo
United Airlines UA 677 Evening flight
Departure 06.07.21 19:00, Tu
Direct Trip 7 days
Return 14.07.21 04:25, We
United Airlines UA 656 Night flight
Departure 11.07.21 02:15, Su
Direct Trip 7 days
Return 17.07.21 15:41, Sa
United Airlines UA 1819 Evening flight
Departure 25.06.21 22:15, Fr
2 Stopovers Trip 1 day
Return 27.06.21 05:14, Su

*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 - -
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06:0009:10
United Airlines UA1185 United Airlines UA1185
ORD → BOS
Mo Tu We Th Fr - -
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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 lowcost airlines.

Flight information

It takes 02:20 minutes to fly from Chicago to Boston excluding transfers. The distance between the cities is 1364 km or 847 miles. The earliest morning plane from Chicago leaves for Boston at 00:00. And the latest evening flight departs at 23:55.

time

Non-stop 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

The fastest Chicago - Boston flight ticket is provided by United Airlines, the flight number is UA 1420. It is in the air for 01:55 mins, departing from O'Hare at 17:05 and arriving at 19:00 in Boston RT128 Railway. This flight is carried out on a modern Airbus A320 airliner.

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.

  • Southwest Airlines: WN 2417, WN 4501, WN 3653
  • JetBlue Airways: B6 412, B6 1012, B6 312
  • Delta Air Lines: DL 5890, DL 5904, DL 6090
  • United Airlines: UA 342, UA 992, UA 3622
  • American Airlines: AA 140, AA 2384, AA 2723
  • Spirit Airlines: NK 708

*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

Airfare from airports. In Chicago, 2 airports serve all air communications with Boston. Airplanes arrive at 1 airport in Boston.

Chicago airports:

Chicago Midway  ~ 14 km* from £71O'Hare  ~ 25 km* from £35

Boston airports:

Boston RT128 Railway  ~ 4 km*

*Distance from the airport to the city center

Airplanes

12 aircraft models from 6 airlines fly on the Chicago - Boston route. The fastest airliner is the Airbus A320, from the company United Airlines.

  • 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 from Chicago to Boston. 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 Tripsta.co.uk 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 £37
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 £49
25 August 2021
Chicago - Miami WN 1909 Southwest Airlines Boeing 737-700
13:40 Chicago Midway International Airport
in a way 2 hours 55 min Direct
16:35 Fort Lauderdale Executive Airport
Flights
from £30
21 August 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 £48
25 September 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 £50
08 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 £25
15 September 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 £85
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 £15
15 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 £50
08 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 £96
27 October 2021

All flights to Boston

Frequently asked question

How much does a plane ticket from Chicago to Boston cost?

The cost of the cheapest one-way flight from Chicago to Boston starts from £50. The departure date of that flight is 08 July 2021.

Round trip costs start from £86, with the departure date there being on 14 August 2021 year, and back on 16 August 2021 year.

Which airlines fly on the Chicago - Boston route?

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

How long does it take to fly from Chicago to Boston?

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

Which planes fly to Boston from Chicago?

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

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

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