Cheap Flights from Montreal, QC to Chicago, IL from $100

Return flight: Chicago – Montreal

On Cheapflightsplus.com you will find 25 direct and 222 connecting flights from Montreal to Chicago. You can compare airfare deals from 8 airlines and multiple travel sites from $100, book and save on cheap plane tickets and last minute offers. Also check out YMQ-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Montreal to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $100 (one-way), $171 (round-trip).
Direct flights
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Full flight schedule will help you in detecting at what time planes fly from Montreal to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
06:30 — 08:13
06:30 — 08:13 AA2956 American Airlines
Montreal — Chicago
2h 43m
Find flight
from$142
06:48 — 08:38
06:48 — 08:38 UA3054 United Airlines
Montreal — Chicago
2h 50m
Find flight
from$140
07:30 — 09:05
07:30 — 09:05 AC3054 Air Canada
Montreal — Chicago
2h 35m
Find flight
from$132
07:30 — 09:05
07:30 — 09:05 UA5990 United Airlines
Montreal — Chicago
2h 35m
Find flight
from$142
08:10 — 09:36
08:10 — 09:36 AC8371 Air Canada
Montreal — Chicago
2h 26m
Find flight
from$150
08:20 — 09:48
08:20 — 09:48 AC7591 Air Canada
Montreal — Chicago
2h 28m
Find flight
from$132
08:40 — 10:16
08:40 — 10:16 UA8371 United Airlines
Montreal — Chicago
2h 36m
Find flight
from$142
10:10 — 11:35
10:10 — 11:35 AC7593 Air Canada
Montreal — Chicago
2h 25m
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from$132
10:15 — 12:05
10:15 — 12:05 UA3653 United Airlines
Montreal — Chicago
2h 50m
Find flight
from$137
10:30 — 12:00
10:30 — 12:00 AC3653 Air Canada
Montreal — Chicago
2h 30m
Find flight
from$132
10:30 — 12:00
10:30 — 12:00 UA4245 United Airlines
Montreal — Chicago
2h 30m
Find flight
from$142
12:23 — 14:07
12:23 — 14:07 AA3029 American Airlines
Montreal — Chicago
2h 44m
Find flight
from$142
12:23 — 14:07
12:23 — 14:07 AA3102 American Airlines
Montreal — Chicago
2h 44m
Find flight
from$142
13:15 — 14:40
13:15 — 14:40 AC8481 Air Canada
Montreal — Chicago
2h 25m
Find flight
from$150
13:30 — 14:58
13:30 — 14:58 AC7595 Air Canada
Montreal — Chicago
2h 28m
Find flight
from$132
13:35 — 15:11
13:35 — 15:11 UA8481 United Airlines
Montreal — Chicago
2h 36m
Find flight
from$142
16:40 — 18:31
16:40 — 18:31 UA5543 United Airlines
Montreal — Chicago
2h 51m
Find flight
from$134
16:50 — 18:30
16:50 — 18:30 AC3078 Air Canada
Montreal — Chicago
2h 40m
Find flight
from$132
16:50 — 18:30
16:50 — 18:30 UA3942 United Airlines
Montreal — Chicago
2h 40m
Find flight
from$142
17:00 — 18:50
17:00 — 18:50 UA3078 United Airlines
Montreal — Chicago
2h 50m
Find flight
from$137
18:30 — 19:58
18:30 — 19:58 AC7597 Air Canada
Montreal — Chicago
2h 28m
Find flight
from$132
18:30 — 19:58
18:30 — 19:58 UA8645 United Airlines
Montreal — Chicago
2h 28m
Find flight
from$142
19:55 — 21:31
19:55 — 21:31 UA8687 United Airlines
Montreal — Chicago
2h 36m
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from$142
20:00 — 21:26
20:00 — 21:26 AC7599 Air Canada
Montreal — Chicago
2h 26m
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from$132
20:00 — 21:26
20:00 — 21:26 AC8687 Air Canada
Montreal — Chicago
2h 26m
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from$150
07:25 — 19:44
07:25 — 11:00 TS842 Air Transat
Montreal — Miami
6h 26m stop
17:26 — 19:44 NK6 Spirit Airlines
Miami — Chicago
13h 19m
including layover
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from$109
15:45 — 20:12
15:45 — 16:55 PD476 Porter Airlines
Montreal — Toronto
2h 30m stop
19:25 — 20:12 PD397 Porter Airlines
Toronto — Chicago
5h 27m
including layover
Find flight
from$115
20:00 — 11:26
+1 day
20:00 — 21:25 AC7642 Air Canada
Montreal — New York
12h 25m stop
09:50 — 11:26 NK847 Spirit Airlines
New York — Chicago
16h 26m
including layover
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from$100
20:00 — 19:08
+1 day
20:00 — 23:33 AC1638 Air Canada
Montreal — Orlando
17h 37m stop
17:10 — 19:08 F91154 Frontier Airlines
Orlando — Chicago
24h 8m
including layover
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from$115
06:05 — 17:01
06:05 — 07:15 PD448 Porter Airlines
Montreal — Toronto
50m stop
08:05 — 09:40 PD939 Porter Airlines
Toronto — Boston
5h 20m stop
15:00 — 17:01 B62711 JetBlue
Boston — Chicago
11h 56m
including layover
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from$110
06:45 — 16:47
06:45 — 07:55 PD450 Porter Airlines
Montreal — Toronto
1h 35m stop
09:30 — 11:05 PD939 Porter Airlines
Toronto — Boston
3h 35m stop
14:40 — 16:47 B62711 JetBlue
Boston — Chicago
11h 2m
including layover
Find flight
from$107
07:30 — 16:47
07:30 — 08:40 PD452 Porter Airlines
Montreal — Toronto
1h 5m stop
09:45 — 11:20 PD939 Porter Airlines
Toronto — Boston
3h 20m stop
14:40 — 16:47 B62711 JetBlue
Boston — Chicago
10h 17m
including layover
Find flight
from$108
08:00 — 21:13
08:00 — 09:10 PD454 Porter Airlines
Montreal — Toronto
2h 40m stop
11:50 — 13:25 PD941 Porter Airlines
Toronto — Boston
5h 41m stop
19:06 — 21:13 B61011 JetBlue
Boston — Chicago
14h 13m
including layover
Find flight
from$107
08:30 — 21:14
08:30 — 09:40 PD454 Porter Airlines
Montreal — Toronto
3h 50m stop
13:30 — 15:05 PD943 Porter Airlines
Toronto — Boston
4h 16m stop
19:21 — 21:14 B61011 JetBlue
Boston — Chicago
13h 44m
including layover
Find flight
from$107
09:00 — 21:13
09:00 — 10:10 PD462 Porter Airlines
Montreal — Toronto
2h 20m stop
12:30 — 14:05 PD943 Porter Airlines
Toronto — Boston
5h 1m stop
19:06 — 21:13 B61011 JetBlue
Boston — Chicago
13h 13m
including layover
Find flight
from$107
09:30 — 21:14
09:30 — 10:40 PD458 Porter Airlines
Montreal — Toronto
50m stop
11:30 — 13:05 PD941 Porter Airlines
Toronto — Boston
6h 16m stop
19:21 — 21:14 B61011 JetBlue
Boston — Chicago
12h 44m
including layover
Find flight
from$107
10:00 — 21:14
10:00 — 11:10 PD460 Porter Airlines
Montreal — Toronto
1h 35m stop
12:45 — 14:20 PD943 Porter Airlines
Toronto — Boston
5h 1m stop
19:21 — 21:14 B61011 JetBlue
Boston — Chicago
12h 14m
including layover
Find flight
from$110
10:00 — 08:28
+1 day
10:00 — 11:10 PD464 Porter Airlines
Montreal — Toronto
1h 45m stop
12:55 — 14:30 PD943 Porter Airlines
Toronto — Boston
16h stop
06:30 — 08:28 B6111 JetBlue
Boston — Chicago
23h 28m
including layover
Find flight
from$110
11:00 — 21:14
11:00 — 12:10 PD462 Porter Airlines
Montreal — Toronto
3h 25m stop
15:35 — 17:10 PD945 Porter Airlines
Toronto — Boston
2h 11m stop
19:21 — 21:14 B61011 JetBlue
Boston — Chicago
11h 14m
including layover
Find flight
from$110
12:50 — 21:14
12:50 — 14:00 PD466 Porter Airlines
Montreal — Toronto
1h 25m stop
15:25 — 17:00 PD945 Porter Airlines
Toronto — Boston
2h 21m stop
19:21 — 21:14 B61011 JetBlue
Boston — Chicago
9h 24m
including layover
Find flight
from$108
13:05 — 08:28
+1 day
13:05 — 14:15 PD468 Porter Airlines
Montreal — Toronto
1h 20m stop
15:35 — 17:10 PD945 Porter Airlines
Toronto — Boston
13h 20m stop
06:30 — 08:28 B6111 JetBlue
Boston — Chicago
20h 23m
including layover
Find flight
from$110
13:05 — 08:29
+1 day
13:05 — 14:15 PD468 Porter Airlines
Montreal — Toronto
3h 45m stop
18:00 — 19:35 PD947 Porter Airlines
Toronto — Boston
10h 55m stop
06:30 — 08:29 B6111 JetBlue
Boston — Chicago
20h 24m
including layover
Find flight
from$110
14:00 — 08:28
+1 day
14:00 — 15:10 PD470 Porter Airlines
Montreal — Toronto
45m stop
15:55 — 17:30 PD947 Porter Airlines
Toronto — Boston
13h stop
06:30 — 08:28 B6111 JetBlue
Boston — Chicago
19h 28m
including layover
Find flight
from$111
16:00 — 10:46
+1 day
16:00 — 17:10 PD476 Porter Airlines
Montreal — Toronto
50m stop
18:00 — 19:35 PD949 Porter Airlines
Toronto — Boston
13h 12m stop
08:47 — 10:46 B6311 JetBlue
Boston — Chicago
19h 46m
including layover
Find flight
from$110
16:05 — 08:29
+1 day
16:05 — 17:15 PD476 Porter Airlines
Montreal — Toronto
3h 25m stop
20:40 — 22:15 PD951 Porter Airlines
Toronto — Boston
8h 15m stop
06:30 — 08:29 B6111 JetBlue
Boston — Chicago
17h 24m
including layover
Find flight
from$108
17:45 — 08:29
+1 day
17:45 — 18:55 PD480 Porter Airlines
Montreal — Toronto
2h 20m stop
21:15 — 22:50 PD953 Porter Airlines
Toronto — Boston
7h 40m stop
06:30 — 08:29 B6111 JetBlue
Boston — Chicago
15h 44m
including layover
Find flight
from$107
17:45 — 10:46
+1 day
17:45 — 18:55 PD480 Porter Airlines
Montreal — Toronto
2h 20m stop
21:15 — 22:50 PD953 Porter Airlines
Toronto — Boston
9h 57m stop
08:47 — 10:46 B6311 JetBlue
Boston — Chicago
18h 1m
including layover
Find flight
from$110
18:25 — 08:29
+1 day
18:25 — 19:35 PD482 Porter Airlines
Montreal — Toronto
1h 5m stop
20:40 — 22:15 PD951 Porter Airlines
Toronto — Boston
8h 15m stop
06:30 — 08:29 B6111 JetBlue
Boston — Chicago
15h 4m
including layover
Find flight
from$108
*Departure and arrival times - local. Updated on April 26, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Montreal to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Montreal and Chicago is 1199 miles. Time difference between the cities is 1h. Airplanes depart 05:30 to 23:40 from 4 Montreal airports and arrive 05:30 to 23:40 to 7 Chicago airports. Average flight time is 2h 35m.

  • The fastest flight 2h 25m
  • Average flight time 2h 35m
  • The earliest flight 05:30
  • The latest flight 23:40
  • Distance 746 ml

What is the lowest airfare Montreal to Chicago?

The cheapest plane ticket found by our users is $100. This airfare is for economy class on one-way AC7642 flight by Air Canada for June 16, 2020 which leaves Pierre Elliott Trudeau in Montreal at 20:00 am and arrives at Chicago O'Hare International at 11:26.

Economy class
$100
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Business class
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First class
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Popular Airlines on the Route

The flight Montreal — Chicago is served by 8 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by American Airlines - 11 departures per week at the price of from $ 137 . And the most expensive tickets are offered by Air Canada airline - from $ 1001.

Direct flights

There are 25 nonstop flights on the route. The fastest direct flight is AC7593 by Air Canada takes 2h 25m and the cheapest is AC7642 by Air Canada for $132.

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Connecting Flights

There are 222 flights with layovers on the route. The fastest connecting flight is PD470 by Porter Airlines takes 3h 40m and the cheapest is AC7642 by Air Canada for $100.

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Airports

You can fly from Montreal to Chicago from 4 airports (St Lambert Rail Svce., Pierre Elliott Trudeau, Mirabel, St Hubert).

Montreal airports

  • St Lambert Rail Svce.-XLM
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  • Pierre Elliott Trudeau-YUL
    from $100
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  • Mirabel-YMX
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  • St Hubert-YHU
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

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 flight ticket.
  • 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.

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