Cheap flights from Montreal to Chicago from C$304 YHU, YUL → ORD
St. Hubert Airport (YHU), Montreal-Pierre Elliott Trudeau International Airport (YUL) → O'Hare International Airport (ORD)
The cheapest return found recently is C$589 (US$413) with Air Canada, 1 Oct 2027 – 4 Oct 2027, found yesterday. The cheapest one-way found recently is C$304 (US$213) with Porter Airlines Canada, 26 Nov, found yesterday.
- Cheapest one-way found recently
- C$304 (US$213), found yesterday
- Cheapest return found recently
- C$589 (US$413), 1 Oct 2027 to 4 Oct 2027
- Cheapest month to fly
- December 2026, return fares from C$334 (US$234) found in the last 7 days
Return
Not enough comparable prices yet for a usual return price.
Cheapest return found recently
C$589 (US$413)
1 Oct 2027 – 4 Oct 2027 · Air Canada
Montreal-Pierre Elliott Trudeau International Airport (YUL) → O'Hare International Airport (ORD)
Leaves 11:10 a.m. · Return leaves 2:00 p.m. · 9 h 33 min of travel, both ways together
out 1 stop, back 1 stop
found yesterday
Cheapest nonstop return
None seen yet.
Found recently, and the cheapest we hold
C$589 (US$413) 1 Oct 2027 – 4 Oct 2027found yesterdaySee prices for these dates
C$334 (US$234) 1 Dec – 7 Decfound 4 days agoSee prices for these dates
What have prices looked like?
Over 46 days, 24 Sept to 12 Nov, the cheapest return we saw each day was C$312 (US$219) to C$582 (US$408).
At C$589 (US$413), the cheapest return found recently is above that range.
Those were the prices on those days, not today's.
Is this a good return price?
Not enough comparable prices yet: we hold return fares on 2 departure dates and need at least 3 to say what is usual.
Could nearby dates be cheaper?
We hold no other 3-night return fares leaving within 3 days of 1 Oct 2027 to compare.
Every date we hold
3 fares on 2 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 1 Dec – 7 Dec | C$334 (US$234) | Air Canada | Montreal-Pierre Elliott Trudeau International Airport (YUL) → O'Hare International Airport (ORD) | out nonstop, back 1 stop | found 4 days ago | See prices for these dates |
| 1 Oct 2027 – 4 Oct 2027 | C$589 (US$413) | Air Canada | Montreal-Pierre Elliott Trudeau International Airport (YUL) → O'Hare International Airport (ORD) | out 1 stop, back 1 stop | found yesterday | See prices for these dates |
Which month looks cheapest?
December 2026 is the cheapest month — from C$334 (US$234).
Airlines on the cheapest dates: Air Canada.
One-way
The cheapest one-way fare on each of 3 departure dates is usually C$285 (US$200) to C$364 (US$255).
Cheapest one-way found recently
C$304 (US$213)
26 Nov · Porter Airlines Canada
St. Hubert Airport (YHU) → O'Hare International Airport (ORD)
Leaves 12:40 p.m. · 6 h trip
1 stop
found yesterday
Cheapest nonstop one-way
None seen yet.
Found recently, and the cheapest we hold
C$304 (US$213) 26 Novfound yesterdayOpen this trip
C$267 (US$187) 11 Jan 2027found 5 days agoOpen this trip
What have prices looked like?
Over 29 days, 26 Sept to 12 Nov, the cheapest one-way we saw each day was C$254 (US$178) to C$345 (US$242).
29 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good one-way price?
Compared with the cheapest one-way fare on each of 3 departure dates from 15 Nov to 11 Jan 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other one-way fares leaving within 3 days of 26 Nov to compare.
Every date we hold
4 fares on 3 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 15 Nov | C$423 (US$297) | Porter Airlines Canada | St. Hubert Airport (YHU) → O'Hare International Airport (ORD) | 1 stop | found yesterday | Open this trip |
| 26 Nov | C$304 (US$213) | Porter Airlines Canada | St. Hubert Airport (YHU) → O'Hare International Airport (ORD) | 1 stop | found yesterday | Open this trip |
| 11 Jan 2027 | C$267 (US$187) | Air Canada | Montreal-Pierre Elliott Trudeau International Airport (YUL) → O'Hare International Airport (ORD) | 1 stop | found 5 days ago | Open this trip |
Which month looks cheapest?
January 2027 is the cheapest month — from C$267 (US$187).
Airlines on the cheapest dates: Porter Airlines Canada, Air Canada.
Premium cabin fares from Montreal to Chicago
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 1 Oct 2027 – 4 Oct 2027 in another cabin: Premium economy · Business · First
Today's prices for 26 Nov in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Montreal to Chicago?
Return
Fares 14 to 29 days before departure were typically 37% lower than 0 to 6 days before departure.
From the cheapest return each day between 24 Sept and 12 Nov (46 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | C$582 (US$408) | C$527 (US$370) | +58% | 17 |
| 7–13 days | C$483 (US$339) | C$460 (US$323) | +31% | 15 |
| 14–29 days | C$369 (US$259) | C$334 (US$234) | Cheapest seen | 27 |
| 30–59 days | C$373 (US$262) | C$312 (US$219) | +1% | 21 |
One-way
The cheapest fares were 30 to 59 days before departure.
From the cheapest one-way each day between 26 Sept and 12 Nov (29 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 30–59 days | C$267 (US$187) | C$267 (US$187) | Cheapest seen | 8 |
| 90–179 days | C$302 (US$212) | C$302 (US$212) | +13% | 8 |
| 180+ days | C$345 (US$242) | C$345 (US$242) | +29% | 8 |
Live price for these dates
The cheapest return found recently is for 1 Oct 2027 – 4 Oct 2027. A live search on this page shows what those dates cost now, for one adult in economy.
Questions about this trip
How much is a return flight from Montreal to Chicago?
The cheapest return found recently is C$589 (US$413) with Air Canada, 1 Oct 2027 to 4 Oct 2027, found yesterday. The cheapest return we hold, of any age, is C$334 (US$234) with Air Canada, 1 Dec to 7 Dec, found 4 days ago.
How much is a one-way flight from Montreal to Chicago?
The cheapest one-way found recently is C$304 (US$213) with Porter Airlines Canada, 26 Nov, found yesterday. The cheapest one-way we hold, of any age, is C$267 (US$187) with Air Canada, 11 Jan 2027, found 5 days ago. The cheapest one-way fare on each of 3 departure dates is usually C$285 (US$200) to C$364 (US$255).
What is the cheapest month to fly from Montreal to Chicago?
December 2026 is the cheapest month for a return, from C$334 (US$234), 1 Dec to 7 Dec, found 4 days ago. January 2027 is the cheapest month for a one-way, from C$267 (US$187), 11 Jan 2027, found 5 days ago.
How far ahead should I book a flight from Montreal to Chicago?
In 46 days of prices between 24 Sept and 12 Nov, return fares 14 to 29 days before departure were typically 37% lower than 0 to 6 days before departure. In 29 days of prices between 26 Sept and 12 Nov, one-way fares were cheapest 30 to 59 days before departure.
How long is the flight from Montreal to Chicago?
The cheapest one-way found recently, with Porter Airlines Canada on 26 Nov, takes 6 h with 1 stop.
Which airlines have the cheapest flights from Montreal to Chicago?
Between 15 Nov and 11 Jan 2027, Porter Airlines Canada has the cheapest one-way on 2 of the 3 departure dates we hold, and Air Canada on 1.
Prices are what travelers' searches on Aviasales found in the last 7 days: the price the seller showed on Aviasales; bags may cost extra. Canadian dollars at the Bank of Canada rate of 2026-11-12, US dollars in brackets. Fares change, so check today's price before you book. How our prices work