Air Canada Boston to Chicago Flights
Cheapflightsplus.com will find cheap Air Canada flights from Boston to Chicago. Compare airline ticket prices and book air tickets starting from $279 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Air Canada, arrivals and departure details below.
Find Cheap Airfare Boston (MA) — Chicago (IL) by Air Canada
To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in april: one-way - $279, two-way – $478.
Direct flights
Check prices for return flight
Cheap Flights from Boston to Chicago by Air Canada
Look at the list of plane tickets for the most connecting flights by Air Canada, their prices start from $279. There’re no direct flights. The fastest connecting flight – 7h 43m.
| Price | Departure | Arrival | Flight Time | Airline | Flight |
|---|---|---|---|---|---|
| from $279 | 6:10 pm Boston Logan | 6:56 am+1 день Chicago O'Hare International | 13h 46m layover 2h 6m - Montreal 7h 11m - Toronto | Air Canada | AC8465 AC429 UA1769 |
| from $279 | 6:10 pm Boston Logan | 9:52 am+1 день Chicago O'Hare International | 16h 42m layover 2h 6m - Montreal 10h 11m - Toronto | Air Canada | AC8465 AC429 UA722 |
| from $297 | 6:30 am Boston Logan | 1:13 pm Chicago O'Hare International | 7h 43m layover 1h 16m - Montreal 2h 1m - Toronto | Air Canada | AC8455 AC405 UA4322 |
| from $297 | 10:30 am Boston Logan | 6:40 pm Chicago O'Hare International | 9h 10m layover 1h 16m - Montreal 3h 20m - Toronto | Air Canada | AC8457 AC413 UA582 |
| from $297 | 10:30 am Boston Logan | 6:40 pm Chicago O'Hare International | 9h 10m layover 2h 16m - Montreal 2h 20m - Toronto | Air Canada | AC8457 AC415 UA582 |
| from $297 | 6:30 am Boston Logan | 2:44 pm Chicago O'Hare International | 9h 14m layover 1h 16m - Montreal 3h 32m - Toronto | Air Canada | AC8455 AC405 UA3535 |
| from $297 | 6:30 am Boston Logan | 2:44 pm Chicago O'Hare International | 9h 14m layover 2h 16m - Montreal 2h 32m - Toronto | Air Canada | AC8455 AC407 UA3535 |
| from $297 | 6:30 am Boston Logan | 2:44 pm Chicago O'Hare International | 9h 14m layover 3h 16m - Montreal 1h 32m - Toronto | Air Canada | AC8455 AC409 UA3535 |
| from $304 | 10:30 am Boston Logan | 8:24 pm Chicago O'Hare International | 10h 54m layover 1h 16m - Montreal 5h 1m - Toronto | Air Canada | AC8457 AC413 UA4701 |
| from $304 | 10:30 am Boston Logan | 8:24 pm Chicago O'Hare International | 10h 54m layover 2h 16m - Montreal 4h 1m - Toronto | Air Canada | AC8457 AC415 UA4701 |
| from $317 | 6:30 am Boston Logan | 1:13 pm Chicago O'Hare International | 7h 43m layover 1h 16m - Montreal 2h 1m - Toronto | Air Canada | AC8455 AC405 UA5891 |
| from $389 | 10:30 am Boston Logan | 6:40 pm Chicago O'Hare International | 9h 10m layover 3h 16m - Montreal 1h 20m - Toronto | Air Canada | AC8457 AC417 UA582 |
Show All Flights
*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/18/2024
Air Canada Flight Schedule Boston to Chicago
Below is a detailed 2024 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
| Departure | Arrival | Flight Details | Flight Time | Price |
|---|---|---|---|---|
|
10:30 am — 6:40 pm
|
10:30 am — 11:44 am
AC8457
Air Canada
Boston — Montreal
1h 16m stop
1:00 pm — 2:19 pm
AC413
Air Canada
Montreal — Toronto
3h 20m stop
5:39 pm — 6:40 pm
UA582
United Airlines
Toronto — Chicago
|
9h 10m including layover |
Find flight
from$297 |
|
|
10:30 am — 6:40 pm
|
10:30 am — 11:44 am
AC8457
Air Canada
Boston — Montreal
2h 16m stop
2:00 pm — 3:19 pm
AC415
Air Canada
Montreal — Toronto
2h 20m stop
5:39 pm — 6:40 pm
UA582
United Airlines
Toronto — Chicago
|
9h 10m including layover |
Find flight
from$297 |
|
|
10:30 am — 8:24 pm
|
10:30 am — 11:44 am
AC8457
Air Canada
Boston — Montreal
1h 16m stop
1:00 pm — 2:19 pm
AC413
Air Canada
Montreal — Toronto
5h 1m stop
7:20 pm — 8:24 pm
UA4701
United Airlines
Toronto — Chicago
|
10h 54m including layover |
Find flight
from$304 |
|
|
10:30 am — 8:24 pm
|
10:30 am — 11:44 am
AC8457
Air Canada
Boston — Montreal
2h 16m stop
2:00 pm — 3:19 pm
AC415
Air Canada
Montreal — Toronto
4h 1m stop
7:20 pm — 8:24 pm
UA4701
United Airlines
Toronto — Chicago
|
10h 54m including layover |
Find flight
from$304 |
|
|
10:30 am — 6:40 pm
|
10:30 am — 11:44 am
AC8457
Air Canada
Boston — Montreal
3h 16m stop
3:00 pm — 4:19 pm
AC417
Air Canada
Montreal — Toronto
1h 20m stop
5:39 pm — 6:40 pm
UA582
United Airlines
Toronto — Chicago
|
9h 10m including layover |
Find flight
from$389 |
|
|
6:10 pm — 9:52 am
+1 day
|
6:10 pm — 7:24 pm
AC8465
Air Canada
Boston — Montreal
2h 6m stop
9:30 pm — 10:49 pm
AC429
Air Canada
Montreal — Toronto
10h 11m stop
9:00 am — 9:52 am
UA722
United Airlines
Toronto — Chicago
|
16h 42m including layover |
Find flight
from$279 |
|
|
6:10 pm — 6:56 am
+1 day
|
6:10 pm — 7:24 pm
AC8465
Air Canada
Boston — Montreal
2h 6m stop
9:30 pm — 10:49 pm
AC429
Air Canada
Montreal — Toronto
7h 11m stop
6:00 am — 6:56 am
UA1769
United Airlines
Toronto — Chicago
|
13h 46m including layover |
Find flight
from$279 |
|
|
6:30 am — 2:44 pm
|
6:30 am — 7:44 am
AC8455
Air Canada
Boston — Montreal
1h 16m stop
9:00 am — 10:19 am
AC405
Air Canada
Montreal — Toronto
3h 32m stop
1:51 pm — 2:44 pm
UA3535
United Airlines
Toronto — Chicago
|
9h 14m including layover |
Find flight
from$297 |
|
|
6:30 am — 1:13 pm
|
6:30 am — 7:44 am
AC8455
Air Canada
Boston — Montreal
1h 16m stop
9:00 am — 10:19 am
AC405
Air Canada
Montreal — Toronto
2h 1m stop
12:20 pm — 1:13 pm
UA4322
United Airlines
Toronto — Chicago
|
7h 43m including layover |
Find flight
from$297 |
|
|
6:30 am — 2:44 pm
|
6:30 am — 7:44 am
AC8455
Air Canada
Boston — Montreal
2h 16m stop
10:00 am — 11:19 am
AC407
Air Canada
Montreal — Toronto
2h 32m stop
1:51 pm — 2:44 pm
UA3535
United Airlines
Toronto — Chicago
|
9h 14m including layover |
Find flight
from$297 |
|
|
6:30 am — 2:44 pm
|
6:30 am — 7:44 am
AC8455
Air Canada
Boston — Montreal
3h 16m stop
11:00 am — 12:19 pm
AC409
Air Canada
Montreal — Toronto
1h 32m stop
1:51 pm — 2:44 pm
UA3535
United Airlines
Toronto — Chicago
|
9h 14m including layover |
Find flight
from$297 |
|
|
6:30 am — 1:13 pm
|
6:30 am — 7:44 am
AC8455
Air Canada
Boston — Montreal
1h 16m stop
9:00 am — 10:19 am
AC405
Air Canada
Montreal — Toronto
2h 1m stop
12:20 pm — 1:13 pm
UA5891
United Airlines
Toronto — Chicago
|
7h 43m including layover |
Find flight
from$317 |
|
*Departure and arrival times are local. Last updated on 04/18/2024
Flight Information
There are 13 flights by Air Canada from Boston to Chicago every week with departures from Logan, Boston City Heliport, Boston RT128 Rail, Boston South Rail. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.
Departures start from 10:30 am to 6:30 am. Nonstop flight is 7h 43m. The time difference between Boston and Chicago is 1h.
- The fastest flight 7h 43m
- Average flight time 9h 14m
- The earliest flight 10:30 am
- The latest flight 6:30 am
- Distance 852 ml
The cheapest flight by Air Canada that our users were able to find is $279. This airfare is economy class on one-way AC8465 flight for October 3, 2018 leaving Logan in Boston at 6:10 pm, it includes all taxes and additional fees.
Air Canada Airplanes on the Route
List of the most popular Air Canada airplanes flying from Boston to Chicago:
Other Popular Airlines on the Route
Besides Air Canada there are other 1 airline carriers between Boston and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Boston to Chicago.
Nonstop flights
There are 2 direct flights every day from Boston. Airlines and fares are below:
- from $76Find
See more direct flights
Connecting Flights
List of flights with layovers (1 and more stops):
See more connecting flights
How to book an air ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.