Title: CA $303 Cheap United fights from Montreal to Chicago - Expedia.ca

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# CA $303 Cheap United fights from Montreal (YMQ) to Chicago (CHI)

[View CA $303 flight on Wed, Jan 28, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YUL,to:ORD,departure:28/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:302.92&airProductToken=AQo_Cj0I1YIBEgQ4Njg3GJhdIK4cKL3XgwMw4tiDAzhHQABYAWoFMl9lY29yCEdBQTVBRkROegoIwYYBEgQ4Njg3EgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) 

- [Roundtrip](?flightType=roundtrip)
- [One-way](?flightType=oneway)
- [Multi-city](?flightType=multicity)

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## United flights from Montreal to Chicago (YMQ→CHI)

Prices were available within the past 7 days and start at CA $303 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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Roundtrip

## Find the cheapest month to fly from Montreal (YMQ) to Chicago (CHI)

### September is typically the cheapest month to fly

From CA $228 - CA $553 per traveller.

## Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

[](https://www.expedia.ca/Flights-Search?leg1=from:YUL,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:YUL,departure:14/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

ORD

O'Hare Intl.

Cheapest

23 min

[Flights from CA $385

](https://www.expedia.ca/Flights-Search?leg1=from:YUL,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:YUL,departure:14/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) 

[](https://www.expedia.ca/Flights-Search?leg1=from:YUL,to:MDW,departure:11/01/2026TANYT&leg2=from:MDW,to:YUL,departure:14/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

MDW

Midway Intl.

CheapestClosest

16 min

[Flights from CA $385

](https://www.expedia.ca/Flights-Search?leg1=from:YUL,to:MDW,departure:11/01/2026TANYT&leg2=from:MDW,to:YUL,departure:14/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) 

__Flight from Montreal to Chicago (YUL - MDW) route information__
| Origin airport      | Pierre Elliott Trudeau Intl.                                           |
| ------------------- | ---------------------------------------------------------------------- |
| Destination airport | Midway Intl.                                                           |
| Airlines serving    | Air Canada, American Airlines, Delta, Porter Airlines, United, WestJet |
| Popular airline     | Delta                                                                  |
| Distance            | 1188 km                                                                |

\*Available to Expedia members.