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Cheap flights from Chicago Midway Airport to Montreal from C$ 166

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Montreal departing on 7/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Porter Airlines Logo
4:15 p.m. - 10:45 p.m.MDW-YUL
5h 30m1 stop
Porter Airlines Logo
10:15 a.m. - 3:20 p.m.YUL-MDW
6h 05m1 stop
C$ 361Porter Airlines
Find Deal
jue., 30 oct. - jue., 6 nov.
Porter Airlines Logo
9:35 a.m. - 4:00 p.m.MDW-YUL
5h 25m1 stop
Porter Airlines Logo
11:25 a.m. - 3:20 p.m.YUL-MDW
4h 55m1 stop
C$ 362Porter Airlines
Find Deal
jue., 23 oct. - dom., 26 oct.
Porter Airlines Logo
9:35 a.m. - 4:00 p.m.MDW-YUL
5h 25m1 stop
Porter Airlines Logo
10:45 a.m. - 4:24 p.m.YUL-MDW
6h 39m1 stop
C$ 363Porter Airlines
Find Deal
lun., 6 oct. - mar., 7 oct.
Porter Airlines Logo
5:20 p.m. - 10:15 p.m.MDW-YUL
3h 55m1 stop
Porter Airlines Logo
1:10 p.m. - 4:24 p.m.YUL-MDW
4h 14m1 stop
C$ 365Porter Airlines
Find Deal
vie., 10 oct. - mié., 15 oct.
Porter Airlines Logo
5:20 p.m. - 10:15 p.m.MDW-YUL
3h 55m1 stop
Porter Airlines Logo
10:45 a.m. - 4:24 p.m.YUL-MDW
6h 39m1 stop
C$ 366Porter Airlines
Find Deal
vie., 10 oct. - mar., 14 oct.
Porter Airlines Logo
11:00 a.m. - 6:45 p.m.MDW-YUL
6h 45m1 stop
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.YUL-MDW
4h 20m1 stop
C$ 367Porter Airlines
Find Deal
vie., 31 oct. - vie., 7 nov.
Porter Airlines Logo
5:20 p.m. - 10:15 p.m.MDW-YUL
3h 55m1 stop
Porter Airlines Logo
11:25 a.m. - 3:20 p.m.YUL-MDW
4h 55m1 stop
C$ 370Porter Airlines
Find Deal
jue., 23 oct. - dom., 26 oct.
Porter Airlines Logo
11:00 a.m. - 4:30 p.m.MDW-YUL
4h 30m1 stop
Porter Airlines Logo
6:45 a.m. - 10:05 a.m.YUL-MDW
4h 20m1 stop
C$ 373Porter Airlines
Find Deal
vie., 7 nov. - lun., 17 nov.
Multiple Airlines Logo
9:35 a.m. - 4:00 p.m.MDW-YUL
5h 25m1 stop
Multiple Airlines Logo
6:45 a.m. - 8:32 a.m.YUL-MDW
26h 47m2 stops
C$ 409Multiple Airlines
Find Deal
jue., 23 oct. - jue., 30 oct.
Multiple Airlines Logo
11:00 a.m. - 6:45 p.m.MDW-YUL
6h 45m1 stop
Multiple Airlines Logo
7:00 a.m. - 1:08 p.m.YUL-MDW
7h 08m1 stop
C$ 419Multiple Airlines
Find Deal
mié., 29 oct. - mié., 5 nov.

Porter Airlines flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

Our best Porter Airlines deals on Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
Porter Airlines
30 Oct
MDW4:15 p.m.Chicago Midway
5h 30m
1 stop
YUL10:45 p.m.Montreal Pierre Elliott Trudeau Intl
6 Nov
YUL10:15 a.m.Montreal Pierre Elliott Trudeau Intl
6h 05m
1 stop
MDW3:20 p.m.Chicago Midway
C$ 361
Find similar
Porter Airlines
23 Oct
MDW9:35 a.m.Chicago Midway
5h 25m
1 stop
YUL4:00 p.m.Montreal Pierre Elliott Trudeau Intl
26 Oct
YUL11:25 a.m.Montreal Pierre Elliott Trudeau Intl
4h 55m
1 stop
MDW3:20 p.m.Chicago Midway
C$ 362
Find similar
Porter Airlines
6 Oct
MDW9:35 a.m.Chicago Midway
5h 25m
1 stop
YUL4:00 p.m.Montreal Pierre Elliott Trudeau Intl
7 Oct
YUL10:45 a.m.Montreal Pierre Elliott Trudeau Intl
6h 39m
1 stop
MDW4:24 p.m.Chicago Midway
C$ 363
Find similar

WestJet flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

Our best WestJet deals on Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport flight tickets
WestJet
25 Sep
MDW12:43 p.m.Chicago Midway
26h 44m
2 stops
YUL4:27 p.m.Montreal Pierre Elliott Trudeau Intl
19 Oct
YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl
27h 55m
2 stops
MDW9:40 a.m.Chicago Midway
C$ 892
Find similar
WestJet
28 Sep
MDW7:15 p.m.Chicago Midway
28h 12m
2 stops
YUL12:27 a.m.Montreal Pierre Elliott Trudeau Intl
1 Oct
YUL5:30 p.m.Montreal Pierre Elliott Trudeau Intl
17h 10m
2 stops
MDW9:40 a.m.Chicago Midway
C$ 912
Find similar
WestJet
28 Sep
MDW7:15 p.m.Chicago Midway
28h 12m
2 stops
YUL12:27 a.m.Montreal Pierre Elliott Trudeau Intl
30 Sep
YUL6:45 a.m.Montreal Pierre Elliott Trudeau Intl
31h 18m
2 stops
MDW1:03 p.m.Chicago Midway
C$ 938
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 16 septiembre 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 30/10

4:15 p.m.-10:45 p.m.

1 stop5h 30m

Montreal Pierre Elliott Trudeau Intl

jue. 6/11

10:15 a.m.-3:20 p.m.

1 stop6h 05m

C$ 361

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 23/10

9:35 a.m.-4:00 p.m.

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

dom. 26/10

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 362

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

lun. 6/10

9:35 a.m.-4:00 p.m.

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

mar. 7/10

10:45 a.m.-4:24 p.m.

1 stop6h 39m

C$ 363

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 10/10

5:20 p.m.-10:15 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

mié. 15/10

1:10 p.m.-4:24 p.m.

1 stop4h 14m

C$ 365

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 10/10

5:20 p.m.-10:15 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

mar. 14/10

10:45 a.m.-4:24 p.m.

1 stop6h 39m

C$ 366

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 31/10

11:00 a.m.-6:45 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

vie. 7/11

6:45 a.m.-10:05 a.m.

1 stop4h 20m

C$ 367

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 23/10

5:20 p.m.-10:15 p.m.

1 stop3h 55m

Montreal Pierre Elliott Trudeau Intl

dom. 26/10

11:25 a.m.-3:20 p.m.

1 stop4h 55m

C$ 370

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

vie. 7/11

11:00 a.m.-4:30 p.m.

1 stop4h 30m

Montreal Pierre Elliott Trudeau Intl

lun. 17/11

6:45 a.m.-10:05 a.m.

1 stop4h 20m

C$ 373

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

jue. 23/10

9:35 a.m.-4:00 p.m.

1 stop5h 25m

Montreal Pierre Elliott Trudeau Intl

jue. 30/10

6:45 a.m.-8:32 a.m.

2 stops26h 47m

C$ 409

ChicagoMontreal

MDW - YUL

MDWYUL

Chicago Midway

mié. 29/10

11:00 a.m.-6:45 p.m.

1 stop6h 45m

Montreal Pierre Elliott Trudeau Intl

mié. 5/11

7:00 a.m.-1:08 p.m.

1 stop7h 08m

C$ 419

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Montreal from

How to get the cheapest flight ticket from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport?

The cheapest day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport is on a Thursday when prices can be found for as low as C$ 337. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 1,018.

What is the cheapest time of day to depart on your flight to Montreal Pierre Elliott Trudeau Intl Airport?

At noon is the cheapest time of day to fly from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport when you can find flight prices for as low as C$ 363. Flying to Montreal Pierre Elliott Trudeau Intl Airport at noon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around C$ 699. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport (MDW to YUL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport

Direct flights

None
There are no direct flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport. There are no popular flight routes from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport.
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  • How far is Chicago Midway to Montreal Pierre Elliott Trudeau Intl by plane?

    The distance between Chicago Midway and Montreal Pierre Elliott Trudeau Intl is about 1195.5 km. Flights usually cover this in 3h 55m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport?

    Prices for flights from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Montreal Pierre Elliott Trudeau Intl Airport.

  • What documentation or ID do you need to fly to Montreal Pierre Elliott Trudeau Intl Airport?

    The travel and health documents you'll need for your trip to Montreal Pierre Elliott Trudeau Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Montreal Pierre Elliott Trudeau Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Montreal?

Book flights to Montreal if you plan to visit one of these locations
Laval
Montebello
Trois-Rivières
Sherbrooke
Brossard
Cornwall
Drummondville
Magog
Longueuil
North Hatley
Dorval
Bromont
Saint-Sauveur
Saint-Jean-sur-Richelieu
Boucherville
Sutton
Waterloo

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Montreal?

It is quick and easy to find Chicago to Montreal flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Montreal that suits you.

Can I find flights from Chicago to Montreal with flexible booking policies on momondo?

Flights from Chicago to Montreal with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Montreal?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Montreal.

I’m not ready to book a flight from Chicago to Montreal right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Montreal flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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