Prices are in Canadian Dollars.

Cheap flights from Montreal to Chicago Midway

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

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

Flights from Montreal to Chicago Midway are generally found to be more expensive on Saturday. This shouldn't discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago Midway.

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

Users have found that booking a flight from Montreal to Chicago Midway at least 34 days early can save you up to 86% on average compared to booking a flight this week. If booking 34 days before your flight isn’t an option for you, users have found flights from Montreal to Chicago Midway for as little as C$ 442 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as C$ 598 for flights departing within the next 3 days.

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

The best pricing can be found in the month of April. Prices to Chicago Midway from Montreal average C$ 322. You can even find prices in April for less than C$ 322, as users have found deals to Chicago Midway from as low as C$ 243. The month of January appears to be one of the more expensive times to travel to Chicago Midway from Montreal. Flying in the targeted month can save you up to 10%.

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

Unlike in the afternoon, when flights are generally more expensive, you can save up to 5% on flights from Montreal to Chicago Midway by exploring options for tickets at noon.

Cheap flights from Montreal to Chicago Midway in January, February 2021

The best prices found for YMQ to MDW flights for January, February
27 Feb - 2 Mar
C$ 621pp
YUL
Montreal Pierre Elliott Trudeau Intl
Delta
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Delta
   
2 STOPS
YUL
Montreal Pierre Elliott Trudeau Intl
20 Feb - 21 Feb
C$ 695pp
YUL
Montreal Pierre Elliott Trudeau Intl
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
20 Feb - 21 Feb
C$ 764pp
YUL
Montreal Pierre Elliott Trudeau Intl
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl

Montreal to Chicago Midway 2021 flight deals

Cheap flights to Chicago Midway from Montreal found for this year
30 Aug - 6 Sep
C$ 470pp
YUL
Montreal Pierre Elliott Trudeau Intl
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
4 Jun - 6 Jun
C$ 474pp
YUL
Montreal Pierre Elliott Trudeau Intl
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
8 Oct - 10 Oct
C$ 475pp
YUL
Montreal Pierre Elliott Trudeau Intl
Porter Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Porter Airlines
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl

Last minute flights from Montreal to Chicago Midway

Late deals on round-trip flights to Chicago Midway from Montreal, departing today and this week
30 Jan - 7 Feb
C$ 794pp
YUL
Montreal Pierre Elliott Trudeau Intl
Delta
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl
27 Jan - 4 Feb
C$ 1,010pp
YUL
Montreal Pierre Elliott Trudeau Intl
Delta
   
2 STOPS
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
YUL
Montreal Pierre Elliott Trudeau Intl

Related info for your journey

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

Flight FAQs

From Montreal to Chicago Midway

Can I find flights from Montreal to Chicago Midway for under C$ 509 on Cheapflights?

Yes, there are multiple flights from Montreal to Chicago Midway for under C$ 509. The cheapest flight booked recently is on Porter Airlines for just C$ 474, but on average you can expect to pay C$ 1,123.

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

Porter Airlines and Air Canada are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Are there direct flights from Montreal to Chicago Midway for under C$ 509 on Cheapflights?

There are no direct flights from Montreal to Chicago Midway, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Montreal to Chicago Midway for under C$ 891?

There are currently 2+ open flights from Montreal to Chicago Midway within the next 7 days for less than C$ 891.

Is Montreal weather warmer or cooler than Chicago Midway?

We forecast the temperature to be around the 29 °C's in July, on average. The temperature in Chicago Midway is generally hotter than in Montreal. Book flights in a timely manner in correlation to your departure date.

How long is the flight from Montreal to Chicago Midway?

There are many flights that can get you from Montreal to Chicago Midway in 3h 42m. Fly via Porter Airlines, WestJet, or Delta to get the fastest option. Both multi-stop and direct flights can be found to your destination and back.

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

Cheapflights users have booked flights from Montreal to Chicago Midway round-trip from C$ 474. Other airlines that can offer you cheap pricing are Delta, from C$ 622, and WestJet, from C$ 797.

Destination information for Chicago Midway

Things to know before you go. Useful info for your trip from Montreal to Chicago Midway
Today's exchange rate
C$ 1 = $0.79
Average temperature for January in Chicago Midway
1.0 °C
Avg rainfall for January in Chicago Midway
17.0 mm

Airports servicing Montreal

Saint-Hubert Airport (YHU)

Airports servicing Chicago

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