Cheap flights from Montreal to Chicago
Travel > North America > United States > Montreal to Chicago flights
Travel tip: Don't miss to visit The Renaissance Society in Hyde Park.Check our current prices for flights from Montreal to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Montreal to Chicago, you will need to run a search below.
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Cheap Chicago airfares from $273/RT are provided by Cheapoair.com. Outbound flight is leaving on 02/07/2025, 08:55 am from Montreal Dorval (YUL) airport and arrives at Chicago Midway (MDW) at 12:10 pm. The flight time is 3 hours and 15 minutes. The Returning flight departes on 02/10/2025, 01:05 pm (other return dates are also available). Date posted: 16 Dec 2024
Price evolution for flights From Montreal To Chicago
Recent Deals on Flights from Montreal to Chicago:Roundtrip / Oneway
- $273
Porter Airlines
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (MDW) 02/07/2025 08:55 am Chicago, IL (MDW) Montreal, QC (YUL) 02/10/2025 01:05 pm - $475
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (ORD) 02/07/2025 04:50 pm Chicago, IL (ORD) Montreal, QC (YUL) 02/10/2025 01:05 pm - $521 Porter Airlines
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (MDW) 12/29/2025 10:45 am Chicago, IL (MDW) Montreal, QC (YUL) 01/02/2026 11:15 am - $524 Multiple Airlines
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (MDW) 02/07/2025 08:55 am Chicago, IL (MDW) Montreal, QC (YUL) 02/10/2025 10:30 am - $605
Westjet
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (ORD) 02/07/2025 05:15 pm Chicago, IL (ORD) Montreal, QC (YUL) 02/10/2025 10:00 am - $162 Porter Airlines
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (MDW) 02/12/2025 08:55 am - $174 Porter Airlines
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (MDW) 03/07/2025 06:50 am - $200 Westjet
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (MDW) 02/12/2025 06:00 am - $259 Westjet
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (MDW) 03/07/2025 01:30 pm - $301 Westjet
cheapoair.com check priceFrom To Departure Time Montreal, QC (YUL) Chicago, IL (ORD) 02/01/2025 12:48 pm
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Know what to do when flying to Chicago?
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