
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Montreal (YMQ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $301 (Air Canada) |
One-way from | $145 (VIAZA) |
Popular in | December |
Cheapest in | April |
Average price | $423 |
Good round-trip deal | $466 or less |
Good one-way deal | $216 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Sat 12/12
4:08 pm-11:48 pm
1 stop6h 40m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Mon 11/30
1:31 pm-11:27 pm
1 stop8h 56m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Fri 12/11
1:02 pm-11:48 pm
1 stop9h 46m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Wed 12/23
1:26 pm-11:29 pm
1 stop9h 03m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Sat 12/12
1:55 pm-9:45 pm
1 stop6h 50m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Sat 12/5
12:39 pm-11:41 pm
1 stop10h 02m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Mon 12/14
1:41 pm-11:33 pm
1 stop8h 52m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Sun 12/13
9:37 am-3:59 pm
1 stop5h 22m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
ORD Chicago O'Hare Intl - YUL Montreal Pierre Elliott Trudeau Intl
ORDYUL
Chicago O'Hare Intl
Sun 12/13
7:05 am-3:59 pm
1 stop7h 54m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
ChicagoMontreal
MDW Chicago Midway - YUL Montreal Pierre Elliott Trudeau Intl
MDWYUL
Chicago Midway
Mon 12/21
12:55 pm-11:49 pm
1 stop9h 54m
Montreal Pierre Elliott Trudeau Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
Everything you need to know about your flight from Chicago to Montreal
Entertainment
Comfort
Food
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D,Sep 2026
YHM - YVR
Entertainment
Comfort
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Crew
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D,Sep 2026
YHM - YVR
Entertainment
Comfort
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Boarding
Crew
Overall
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D,Sep 2026
YHM - YVR
Entertainment
Comfort
Food
Boarding
Crew
Overall
Reviews
D,Sep 2026
YHM - YVR
Entertainment
Comfort
Food
Boarding
Crew
Overall
Reviews
D,Sep 2026
YHM - YVR
Entertainment
Comfort
Food
Boarding
Crew
Overall
Reviews
D,Sep 2026
YHM - YVR
Find useful and relevant information for your journey from Chicago to Montreal. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$111 | Average$236 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$153 | Average$462 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$155 | Average$377 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$190 | Average$335 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$339 | Average$461 | FlexibilityNo cancel fee | On-time71% |