Cheap Flights from Montreal, QC to Chicago, IL from $65

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On Cheapflightsplus.com you will find 12 direct and 558 connecting flights from Montreal to Chicago. You can compare airfare deals from 12 airlines and multiple travel sites from $65, 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: $65 (one-way), $111 (round-trip).

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Best Flights from Montreal to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Montreal to Chicago with the lowest price of $65. The fastest direct flight takes 2h 26m and the fastest connecting – 4h 10m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $111 Find flight	09:45 Montreal Pierre Elliott Trudeau	11:24 Chicago O'Hare International	2h 39m	United Airlines	UA2640
from $115 Find flight	09:45 Montreal Pierre Elliott Trudeau	11:24 Chicago O'Hare International	2h 39m	Air Canada	AC3098
from $133 Find flight	09:45 Montreal Pierre Elliott Trudeau	11:23 Chicago O'Hare International	2h 38m	United Airlines	UA1160
from $136 Find flight	08:20 Montreal Pierre Elliott Trudeau	09:52 Chicago O'Hare International	2h 32m	Air Canada	AC8959
from $263 Find flight	13:15 Montreal Pierre Elliott Trudeau	14:41 Chicago O'Hare International	2h 26m	Air Canada	AC8963
from $332 Find flight	13:15 Montreal Pierre Elliott Trudeau	14:41 Chicago O'Hare International	2h 26m	United Airlines	UA8094
from $65 Find flight	13:10 Montreal Pierre Elliott Trudeau	16:24 Chicago Midway	4h 14m layover 1h 0m - Toronto	Porter Airlines	PD2466 PD2393
from $65 Find flight	10:45 Montreal Pierre Elliott Trudeau	16:24 Chicago Midway	6h 39m layover 3h 25m - Toronto	Porter Airlines	PD2460 PD2393
from $82 Find flight	08:55 Montreal Pierre Elliott Trudeau	16:24 Chicago Midway	8h 29m layover 5h 15m - Toronto	Porter Airlines	PD2454 PD2393
from $93 Find flight	18:10 Montreal Pierre Elliott Trudeau	22:07 Chicago O'Hare International	4h 57m layover 0h 53m - New York	United Airlines	UA8549 UA2848
from $93 Find flight	08:10 Montreal Pierre Elliott Trudeau	13:07 Chicago O'Hare International	5h 57m layover 1h 46m - Newark	United Airlines	UA8487 UA1875
from $93 Find flight	08:10 Montreal Pierre Elliott Trudeau	14:55 Chicago O'Hare International	7h 45m layover 3h 37m - Newark	United Airlines	UA8487 UA2053
from $93 Find flight	08:30 Montreal Pierre Elliott Trudeau	16:43 Chicago O'Hare International	9h 13m layover 5h 10m - Washington D.C.	United Airlines	UA8107 UA1888
from $94 Find flight	19:10 Montreal Pierre Elliott Trudeau	23:15 Chicago O'Hare International	5h 5m layover 1h 5m - Washington D.C.	United Airlines	UA8663 UA1738
from $94 Find flight	06:35 Montreal Pierre Elliott Trudeau	10:55 Chicago O'Hare International	5h 20m layover 1h 16m - New York	United Airlines	UA8180 UA623
from $94 Find flight	16:40 Montreal Pierre Elliott Trudeau	21:07 Chicago O'Hare International	5h 27m layover 1h 23m - New York	United Airlines	UA8382 UA1582

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 25, 2025

Flight Schedule Montreal (Quebec) to Chicago (Illinois)

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	Flight Details	Flight Duration	Price
06:15 — 07:59	06:15 — 07:59 UA3600 United Airlines Montreal — Chicago	2h 44m	Find flight from$111
08:20 — 09:46	08:20 — 09:46 UA8371 United Airlines Montreal — Chicago	2h 26m	Find flight from$117
08:20 — 09:52	08:20 — 09:52 AC8959 Air Canada Montreal — Chicago	2h 32m	Find flight from$136
09:45 — 11:24	09:45 — 11:24 UA2640 United Airlines Montreal — Chicago	2h 39m	Find flight from$111
09:45 — 11:24	09:45 — 11:24 AC3098 Air Canada Montreal — Chicago	2h 39m	Find flight from$115
09:45 — 11:23	09:45 — 11:23 UA1160 United Airlines Montreal — Chicago	2h 38m	Find flight from$133
13:15 — 14:41	13:15 — 14:41 AC8963 Air Canada Montreal — Chicago	2h 26m	Find flight from$263
13:15 — 14:41	13:15 — 14:41 UA8094 United Airlines Montreal — Chicago	2h 26m	Find flight from$332
16:55 — 18:41	16:55 — 18:41 UA3549 United Airlines Montreal — Chicago	2h 46m	Find flight from$133
16:55 — 18:46	16:55 — 18:46 AC3109 Air Canada Montreal — Chicago	2h 51m	Find flight from$263
18:40 — 20:11	18:40 — 20:11 UA8687 United Airlines Montreal — Chicago	2h 31m	Find flight from$117
18:40 — 20:16	18:40 — 20:16 AC8965 Air Canada Montreal — Chicago	2h 36m	Find flight from$136
06:00 — 10:38	06:00 — 07:37 UA3456 United Airlines Montreal — Newark 1h 23m stop 09:00 — 10:38 UA2479 United Airlines Newark — Chicago	5h 38m including layover	Find flight from$94
06:35 — 10:55	06:35 — 08:02 UA8180 United Airlines Montreal — New York 1h 16m stop 09:18 — 10:55 UA623 United Airlines New York — Chicago	5h 20m including layover	Find flight from$94
08:10 — 13:07	08:10 — 09:43 UA8487 United Airlines Montreal — Newark 1h 46m stop 11:37 — 13:14 UA1875 United Airlines Newark — Chicago	5h 57m including layover	Find flight from$93
08:55 — 16:24	08:55 — 10:20 PD2454 Porter Airlines Montreal — Toronto 5h 15m stop 15:35 — 16:24 PD2393 Porter Airlines Toronto — Chicago	8h 29m including layover	Find flight from$82
09:30 — 14:34	09:15 — 11:14 UA3590 United Airlines Montreal — Washington D.C. 2h 4m stop 13:20 — 14:33 UA2331 United Airlines Washington D.C. — Chicago	6h 4m including layover	Find flight from$94
10:45 — 16:24	10:45 — 12:10 PD2460 Porter Airlines Montreal — Toronto 3h 25m stop 15:35 — 16:24 PD2393 Porter Airlines Toronto — Chicago	6h 39m including layover	Find flight from$65
11:23 — 21:28	11:23 — 13:00 UA3583 United Airlines Montreal — Newark 6h 50m stop 20:15 — 21:56 UA546 United Airlines Newark — Chicago	11h 5m including layover	Find flight from$141
11:23 — 23:25	11:23 — 13:00 UA3583 United Airlines Montreal — Newark 8h 44m stop 21:44 — 23:25 UA1308 United Airlines Newark — Chicago	13h 2m including layover	Find flight from$141
13:10 — 16:24	13:10 — 14:35 PD2466 Porter Airlines Montreal — Toronto 1h stop 15:35 — 16:24 PD2393 Porter Airlines Toronto — Chicago	4h 14m including layover	Find flight from$65
13:15 — 21:26	13:15 — 14:43 UA8158 United Airlines Montreal — Newark 5h 2m stop 19:59 — 21:41 UA546 United Airlines Newark — Chicago	9h 11m including layover	Find flight from$94
14:00 — 21:16	14:00 — 15:49 UA8372 United Airlines Montreal — Washington D.C. 4h 12m stop 20:00 — 21:16 UA2218 United Airlines Washington D.C. — Chicago	8h 16m including layover	Find flight from$130
15:30 — 20:07	15:30 — 16:57 UA8186 United Airlines Montreal — New York 1h 33m stop 18:30 — 20:07 UA1952 United Airlines New York — Chicago	5h 37m including layover	Find flight from$94
15:30 — 22:07	15:30 — 16:57 UA8186 United Airlines Montreal — New York 3h 33m stop 20:30 — 22:07 UA2848 United Airlines New York — Chicago	7h 37m including layover	Find flight from$94
16:05 — 22:39	16:05 — 18:20 UA8127 United Airlines Montreal — Denver 49m stop 19:07 — 22:41 UA2258 United Airlines Denver — Chicago	7h 34m including layover	Find flight from$94
16:40 — 21:07	16:40 — 18:07 UA8382 United Airlines Montreal — New York 1h 23m stop 19:30 — 21:07 UA1582 United Airlines New York — Chicago	5h 27m including layover	Find flight from$94
18:10 — 22:07	18:10 — 19:37 UA8549 United Airlines Montreal — New York 53m stop 20:30 — 22:07 UA2848 United Airlines New York — Chicago	4h 57m including layover	Find flight from$93
18:10 — 23:07	18:10 — 19:37 UA8549 United Airlines Montreal — New York 1h 53m stop 21:30 — 23:07 UA541 United Airlines New York — Chicago	5h 57m including layover	Find flight from$94
19:10 — 23:15	19:10 — 21:08 UA8663 United Airlines Montreal — Washington D.C. 1h 5m stop 22:18 — 23:30 UA1738 United Airlines Washington D.C. — Chicago	5h 5m including layover	Find flight from$94
20:00 — 07:39 +1 day	19:00 — 21:00 UA8366 United Airlines Montreal — Washington D.C. 8h 34m stop 06:30 — 07:48 UA1793 United Airlines Washington D.C. — Chicago	12h 39m including layover	Find flight from$94
20:00 — 08:40 +1 day	20:00 — 21:48 UA8366 United Airlines Montreal — Washington D.C. 9h 37m stop 07:25 — 08:40 UA1300 United Airlines Washington D.C. — Chicago	13h 40m including layover	Find flight from$130
07:00 — 23:10	07:00 — 08:22 PD2452 Porter Airlines Montreal — Toronto 1h 20m stop 09:45 — 11:15 PD2127 Porter Airlines Toronto — Newark 10h 18m stop 21:33 — 23:10 NK329 Spirit Airlines Newark — Chicago	17h 10m including layover	Find flight from$140
10:45 — 23:10	10:45 — 12:10 PD2460 Porter Airlines Montreal — Toronto 40m stop 12:50 — 14:20 PD2133 Porter Airlines Toronto — Newark 7h 13m stop 21:33 — 23:10 NK329 Spirit Airlines Newark — Chicago	13h 25m including layover	Find flight from$140
14:30 — 23:10	14:30 — 15:52 PD2472 Porter Airlines Montreal — Toronto 1h 20m stop 17:15 — 18:45 PD2141 Porter Airlines Toronto — Newark 2h 48m stop 21:33 — 23:10 NK329 Spirit Airlines Newark — Chicago	9h 40m including layover	Find flight from$140

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on June 25, 2025

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 05:00 to 23:25 from 4 Montreal airports and arrive 05:00 to 23:25 to 7 Chicago airports. Average flight time is 2h 37m.

The fastest flight 2h 26m
Average flight time 2h 37m
The earliest flight 05:00
The latest flight 23:25
Distance 746 ml

The cheapest months to travel to Chicago are october (from 87 $), september (from 125 $), august (from 134 $).

The most expensive months are february (from 485 $), november (from 425 $), december (from 380 $).

What is the lowest airfare Montreal to Chicago?

The cheapest plane ticket found by our users is $65. This airfare is for economy class on one-way PD2460 flight by Porter Airlines for October 7, 2025 which leaves Pierre Elliott Trudeau in Montreal at 10:45 am and arrives at Chicago Midway at 16:24.

Economy class

$65

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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 12 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Air Canada - 106 departures per week at the price of from $ 115 . And the most expensive tickets are offered by Austrian Airlines airline - from $ 3225.

Direct flights

There are 12 nonstop flights on the route. The fastest direct flight is UA8371 by United Airlines takes 2h 26m and the cheapest is PD2460 by Porter Airlines for $111.

AC - Air Canada

from $115

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UA - United Airlines

from $111

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Connecting Flights

There are 558 flights with layovers on the route. The fastest connecting flight is WS6332 by WestJet takes 4h 10m and the cheapest is PD2460 by Porter Airlines for $65.

AC - Air Canada

from $156

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PD - Porter Airlines

from $65

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OS - Austrian Airlines

from $3175

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AV - Avianca

from $515

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TK - Turkish Airlines

from $2875

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AY - Finnair

from $2756

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DM - Aero-Charter

from $294

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UA - United Airlines

from $93

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WS - WestJet

from $141

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AM - Aeromexico

from $374

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LX - SWISS International Air Lines

from $3163

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TS - Air Transat

from $159

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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 $65
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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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Airplanes

There are flights to Chicago from Montreal by 12 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top International Destinations from Montreal

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Montreal — New York

from $73

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Montreal — Miami

from $60

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Montreal — Boston

from $68

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Montreal — Los Angeles

from $73

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Montreal — Las Vegas

from $56

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Montreal — Orlando

from $80

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Montreal — Chicago

from $75

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Montreal — San Francisco

from $77

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Montreal — Tampa

from $70

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Montreal — Washington D.C.

from $72

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How to book a plane ticket yourself?

Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
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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.
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