Cheap flights from Montreal to Chicago

YMQ — CHI
6 Feb — 13 Feb1
Return
1 adult
Economy
From?
To?
Mon 6/2
Mon 13/2

The best prices from Montreal to Chicago are usually found in November or August, booked 60 days in advance, depart on a Wednesday or Saturday and return on a Saturday

How to find the cheapest flight from Montreal (YMQ) to Chicago (CHI)

All the information you need to plan the best YMQ to CHI flight in 2023: compare Montreal to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

YMQ - CHI

Price

C$ 294 - C$ 376

CHI

Temperature

-5 - 23 °C

CHI

Rainfall

43 - 125 mm

Popular inAprilHigh demand for flights, 12% potential price rise
Cheapest inNovemberBest time to find cheap flights, 12% potential price drop
Round-trip fromC$ 393From Montreal (YMQ) to Chicago (CHI)
One-way fromC$ 238One-way flight from Montreal (YMQ) to Chicago (CHI)

What is the cheapest day to fly round-trip from Montreal to Chicago?

Tuesday is generally a great day to depart. Flying on this day could help you save up to 21%.

How far in advance should I book a flight from Montreal to Chicago?

To save up to 86% on this flight, we recommend booking at least 61 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Montreal to Chicago from C$ 586 1-2 weeks out and tickets from C$ 839 for flights departing within the next 72 hours.

What is the cheapest month to fly from Montreal to Chicago?

Flights from Montreal to Chicago lean towards being more expensive in April. Prices are generally better when you fly from Montreal to Chicago in November, with the cheapest ticket starting at C$ 310.

When is the cheapest time to fly from Montreal to Chicago (YMQ - CHI)?

It’s optimal to fly from Montreal to Chicago at noon. By choosing this option you can save up to 17% on the cost of your flight, compared to a flight in the morning.

Cheap flights from Montreal to Chicago in February, March 2023

The best prices found for YMQ to CHI flights for February, March
3 Mar. - 8 Mar.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

4h 20m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

6h 03m
C$ 288

Porter Airlines

Deal found 1/2

23 Feb. - 25 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

4h 50m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

5h 23m
C$ 290

Porter Airlines

Deal found 1/2

1 Mar. - 7 Mar.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

5h 05m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

6h 03m
C$ 294

Porter Airlines

Deal found 31/1

Montreal to Chicago 2023 flight deals

Cheap flights to Chicago from Montreal found for this year
3 Mar. - 8 Mar.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

4h 20m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

6h 03m
C$ 288

Porter Airlines

Deal found 1/2

23 Feb. - 25 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

4h 50m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

5h 23m
C$ 290

Porter Airlines

Deal found 1/2

20 Apr. - 22 Apr.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 46m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

Nonstop

2h 04m
C$ 294

Air Canada

Deal found 30/1

Cheap Delta flights from Montreal to Chicago

30 Mar. - 2 Apr.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

6h 57m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

5h 33m
C$ 353

Delta

Deal found 30/1

1 Mar. - 8 Mar.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

1 stop

7h 15m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

5h 00m
C$ 373

Delta

Deal found 31/1

1 Mar. - 8 Mar.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

1 stop

7h 49m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

10h 23m
C$ 380

Delta

Deal found 30/1

  • One of the most popular airlines travelling from Montreal to Chicago is Delta. Flights on this route from Delta typically cost C$ 399.95 RT, a price that is 88% cheaper than the average Montreal to Chicago flight. The cheapest flight found was C$ 209 RT. The most popular departure airport in Montreal when flying to Chicago is Montreal Pierre Elliott Trudeau Intl Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from Montreal to Chicago, Delta flights are 6% more popular than any other airline flying that same route.

Cheap Air Canada flights from Montreal to Chicago

20 Apr. - 22 Apr.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 46m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

Nonstop

2h 04m
C$ 294

Air Canada

Deal found 30/1

20 Apr. - 22 Apr.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 46m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

4h 27m
C$ 300

Air Canada

Deal found 30/1

22 Feb. - 27 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

1 stop

6h 44m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

5h 30m
C$ 310

Air Canada

Deal found 30/1

  • If you’re travelling from Montreal to Chicago, one of the more common airlines travelling that route is Air Canada. Flights from Air Canada travelling this route typically cost C$ 304.57 RT. This price is typically 97% cheaper than other airlines that offer Montreal to Chicago flights. When booking this route, the cheapest RT price found was C$ 169. When travelling from Montreal to Chicago on Air Canada, the most popular airport to depart from is Montreal Pierre Elliott Trudeau Intl Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Montreal to Chicago, Air Canada flights are -8% more popular than any other airline flying that same route.

Direct flights to Chicago from Montreal

Save time with Montreal to Chicago direct flight deals
20 Apr. - 22 Apr.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 46m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

Nonstop

2h 04m
C$ 294

Air Canada

Deal found 30/1

22 Feb. - 27 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 34m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

Nonstop

2h 10m
C$ 312

Air Canada

Deal found 30/1

14 Apr. - 16 Apr.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 46m
ORD

Chicago O'Hare Intl

YUL

Montreal Pierre Elliott Trudeau Intl

Nonstop

2h 26m
C$ 314

Air Canada

Deal found 30/1

Last minute flights from Montreal to Chicago

Late deals on round-trip flights to Chicago from Montreal, departing today and this week
11 Feb. - 13 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

6h 55m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

6h 03m
C$ 526

Porter Airlines

Deal found 1/2

11 Feb. - 13 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

4h 05m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

15h 45m
C$ 535

Multiple Airlines

Deal found 1/2

10 Feb. - 12 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

4h 20m
MDW

Chicago Midway

YUL

Montreal Pierre Elliott Trudeau Intl

1 stop

4h 48m
C$ 543

Porter Airlines

Deal found 1/2

One-way flights to Chicago from Montreal

The cheapest one-way flights from Montreal to Chicago
27 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

5h 05m
C$ 175

Porter Airlines

Deal found 30/1

28 Feb.
YUL

Montreal Pierre Elliott Trudeau Intl

MDW

Chicago Midway

1 stop

5h 05m
C$ 186

Porter Airlines

Deal found 31/1

22 Mar.
YUL

Montreal Pierre Elliott Trudeau Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 34m
C$ 189

Air Canada

Deal found 30/1

Related info for your journey

Useful info, stats and facts about Montreal to Chicago flights.

Which airlines flying from Montreal to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Montreal to Chicago have new flexible policies in place due to COVID-19. Air Canada, Porter Airlines, and American Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Air Canada with this kind of flexibility.

Can I find flights from Montreal to Chicago for under C$ 300 on Cheapflights?

Yes, there are multiple flights from Montreal to Chicago for under C$ 300. The cheapest flight booked recently is on Porter Airlines for just C$ 285, but on average you can expect to pay C$ 301.

Are there direct flights from Montreal to Chicago for under C$ 300 on Cheapflights?

Cheapflights has 20 direct flights from Montreal to Chicago under C$ 300. A good price for a direct flight from Montreal to Chicago is less than C$ 381.

Are there last-minute flights available from Montreal to Chicago for under C$ 600?

There are currently 20+ open flights from Montreal to Chicago within the next 7 days for less than C$ 600.

What are the cheapest airlines flying from Montreal to Chicago round-trip?

Currently priced at C$ 285, Porter Airlines will fly you from Montreal to Chicago and back. In addition to Porter Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Air Canada for as low as C$ 294. You may be able to fly from Montreal to Chicago for 35% less than the average price by searching for these airlines.

What are the cheapest airlines to fly from Montreal to Chicago one-way?

One-way options have recently been found by users for as low as C$ 175 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from C$ 189 and United Airlines from C$ 210 one-way.

What are the most popular airlines that fly from Montreal to Chicago?

Before booking your flight from Montreal to Chicago check out the most popular airlines for this route: Undisclosed Carrier, American Airlines or Air Canada.

What are the most reliable airlines from Montreal to Chicago?

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Montreal to Chicago on time: SkyWest Airlines (77%), Copa Airlines (77%), Air New Zealand (76%).

What are the cheapest flights from Montreal to Chicago?

Looking for the cheapest flight from Montreal to Chicago? While on average our users pay C$ 337, our data indicates the cheapest price to be C$ 224. The most popular route (Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl), is priced around C$ 316.

Top 5 airlines flying from Montreal to Chicago

The chart below displays the airlines Cheapflights users travelling from Montreal to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Air CanadaCheapestC$ 226AverageC$ 408FlexibilityNo cancel feeOn-time67%COVID-19 safety
Search Air Canada flights
Porter AirlinesCheapestC$ 274AverageC$ 366FlexibilityNo cancel feeOn-time52%COVID-19 safety
Search Porter Airlines flights
United AirlinesCheapestC$ 280AverageC$ 535FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapestC$ 327AverageC$ 413FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapestC$ 377AverageC$ 424FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Montreal to Chicago

See what time of day planes typically take off from Montreal to Chicago
0%of flight departuresEarly morningMidnight to 6 am
20%of flight departuresMorning6 am to noon
80%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Montreal to Chicago

See how many times per day planes take to the skies headed from Montreal to Chicago
Sunday7daily flights
Monday10daily flights
Tuesday10daily flights
Wednesday4daily flights
Thursday4daily flights
Friday6daily flights
Saturday7daily flights
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.