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Find cheap United Airlines flights to Chicago

CMH — CHI
26 Aug — 2 Sep1
1 adult
1 adult, Economy, 0 bags

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Cheapest United Airlines flights from Canada to Chicago
Explore the most affordable United Airlines flight options available from Canada to Chicago. Find the lowest fares with prices last updated on 27 July 2026.

Thu 13/86:00 a.m.
YYC
-
ORD
1 stop16h 59m
United Airlines
Sat 12/97:45 p.m.
ORD
-
YYC
Nonstop3h 51m
United Airlines
Deal found 23/7C$ 382
Tue 18/89:45 a.m.
YUL
-
ORD
Nonstop2h 36m
United Airlines
Wed 26/82:01 p.m.
ORD
-
YUL
Nonstop2h 29m
United Airlines
Deal found 24/7C$ 403
Sat 22/89:45 a.m.
YUL
-
ORD
Nonstop2h 36m
United Airlines
Tue 25/82:01 p.m.
ORD
-
YUL
Nonstop2h 29m
United Airlines
Deal found 27/7C$ 404

Flights to Chicago with United Airlines at a glance

Find detailed information about United Airlines flights from Canada to Chicago. Explore the options provided by United Airlines to plan your journey from Canada to Chicago. Data last updated 27 July 2026.

Popular in

July

Cheapest in

March

Average price

C$ 428

Round-trip from

C$ 294

One-way from

C$ 204

Good round-trip deal

C$ 629 or less

Good one-way deal

C$ 372 or less
Highest demand for flights to Chicago with United Airlines; 11% potential price increase.
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Best time to find cheap flights to Chicago with United Airlines; 1% potential price drop.
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Average price for flights to Chicago with United Airlines (round-trip).
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United Airlines
  • United Airlines
  • 3/9-14/9
  • Nonstop
  • 3h 46m total
  • Canada to Chicago
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United Airlines
  • United Airlines
  • 3/9
  • Nonstop
  • 2h 00m total
  • Canada to Chicago
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Price to beat on a round-trip flight from Canada to Chicago with United Airlines.
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Price to beat on a one-way flight from Canada to Chicago with United Airlines.
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Cheapflights Insights

Find cheap United Airlines flights to Chicago

How long is the flight to Chicago with United Airlines?

On average, United Airlines flights from Canada to Chicago take 2 hours 28 minutes. Flights to Chicago from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

United Airlines weekly flight availability to Chicago

The most flights to Chicago operated by United Airlines are scheduled on a Sunday (39 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).

When is the best time to book a flight to Chicago with United Airlines?

The best time to book a flight to Chicago with United Airlines is 80 days before departure. On average, fares are higher if you book 1 day before departure.

When is the cheapest time to fly to Chicago with United Airlines?

Users looking for the cheapest United Airlines fares to Chicago should consider flying on Thursday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday at noon, when prices are usually at their highest.

FAQs about flights to Chicago with United Airlines

  • Which airport do United Airlines flights arrive at when travelling to Chicago?

    United Airlines flights on this route tend to land at Chicago O'Hare Intl Airport.

  • Is United Airlines the cheapest airline for a flight to Chicago?

    Flight prices will depend on factors like date, time, and cabin class, so it is worth comparing flights before booking. Based on Cheapflights data, the cheapest average round-trip price for flights to Chicago tends to be with Porter Airlines.

  • Are there alternative airlines other than United Airlines that fly to Chicago?

    Air Canada, Porter Airlines and WestJet all fly to Chicago and offer an alternative to United Airlines.

  • How much is a flight to Chicago with United Airlines?

    The average price for a round-trip with United Airlines is C$ 540, while a one-way flight costs around C$ 374.

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Reviews of United Airlines

See what Cheapflights users have to say about their United Airlines experience.
United Airlines
7.4
Good
10,000 reviews
Check prices
Overview

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Popular United Airlines flights

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Airports serving Chicago

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