How do most travelers feel about United Airlines?

Cheapflights users who travel with United Airlines (a popular airline from Toronto to Chicago) have rated them a 8.0/10. This rating comes from 285 reviews. If you are looking to travel YTO-CHI, search your dates above.

Does United Airlines service alternative airports for YTO-CHI?

Those looking to travel from Toronto to Chicago on United Airlines should know that there are other options for airports to fly into when visiting Chicago. The most popular airport is Chicago O'Hare Intl, but for some, Chicago Midway is the better option as it is closer to the end destination or even cheaper to fly into on United Airlines. If you are looking for a closer or different airport to depart from in Toronto, United Airlines also flies out of Toronto Island when traveling to Chicago.

Can I get a flight from Toronto to Chicago on United Airlines for under C$ 300?

Cheapflights currently has 1 YTO-CHI flights for under C$ 300. Flights to Chicago will vary based on many factors, like date and time. Click here to find the best price for your dates on Cheapflights.

C$ 219+ United Airlines Flights from Toronto to Chicago

Cheapflights users flying from Toronto to Chicago on United Airlines typically fly into Chicago O'Hare Intl and depart from Toronto Pearson Intl. Select your dates above for pricing.

United Airlines flights from Toronto to Chicago in 2025

One-way from	C$ 219
Round-trip from	C$ 359
Popular in	December
Cheapest in	March
Average price (all airlines)	C$ 351

United Airlines
28/5
Nonstop
2h 00m total
Toronto to Chicago

Search Deals

United Airlines
22/5-28/5
1 total stop
7h 47m total
Toronto to Chicago

Search Deals

Highest demand for flights from Toronto to Chicago; 5% potential price increase.

Search Deals

Best time to find cheap flights from Toronto to Chicago; 1% potential price drop.

Search Deals

Average price for all Toronto to Chicago flights (one-way and round-trip).

Search Deals

Can I get a flight from Toronto to Chicago on United Airlines for under C$ 300?
Cheapflights currently has 1 YTO-CHI flights for under C$ 300. Flights to Chicago will vary based on many factors, like date and time. Click here to find the best price for your dates on Cheapflights.
Does United Airlines service alternative airports for YTO-CHI?
Those looking to travel from Toronto to Chicago on United Airlines should know that there are other options for airports to fly into when visiting Chicago. The most popular airport is Chicago O'Hare Intl, but for some, Chicago Midway is the better option as it is closer to the end destination or even cheaper to fly into on United Airlines. If you are looking for a closer or different airport to depart from in Toronto, United Airlines also flies out of Toronto Island when traveling to Chicago.
How do most travelers feel about United Airlines?
Cheapflights users who travel with United Airlines (a popular airline from Toronto to Chicago) have rated them a 8.0/10. This rating comes from 285 reviews. If you are looking to travel YTO-CHI, search your dates above.

Find United Airlines flight deals from Toronto to Chicago

Cheapest United Airlines flights from Toronto to Chicago
Explore the most affordable United Airlines flight options available from Toronto to Chicago. Find the lowest fares with prices last updated on 29 April 2025.

Thu 22/511:00 a.m.YYZ - ORD

Nonstop2h 01mUnited Airlines

Wed 28/56:00 a.m.ORD - YYZ

1 stop5h 46mUnited Airlines

Deal found 28/4C$ 359

Best United Airlines flights from Toronto to Chicago
Discover carefully curated United Airlines flight deals from Toronto to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 29 April 2025.

Thu 22/511:00 a.m.YYZ - ORD

Nonstop2h 01mUnited Airlines

Wed 28/56:00 a.m.ORD - YYZ

1 stop5h 46mUnited Airlines

Deal found 28/4C$ 359

Travel insights for United Airlines flights from Toronto to Chicago

Get recent, data-driven insights about United Airlines flights from Toronto to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Toronto to Chicago with United Airlines?

Booking with United Airlines 42 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Toronto to Chicago with United Airlines?

Currently, the most affordable month to book a United Airlines flight from Toronto to Chicago in November, with an average price of C$ 220. Conversely, traveling with United Airlines from Toronto to Chicago in October will be the most expensive, with an average cost of C$ 364. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

Weekly United Airlines flight availability from Toronto to Chicago

The most United Airlines flights from YTO to CHI are scheduled on a Monday (11 on average). You will have fewer United Airlines flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

Rainfall in Chicago by month

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Best time to book a flight from Toronto to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Toronto with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Browse thousands of different options on Cheapflights for your next trip

See what others are saying about United Airlines

United Airlines

7.4

Good

8,696 reviews

Check prices

Overview

Recent reviews

4.0

Mediocre|Apr 2025

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

4.0

Mediocre|Mar 2025

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

2.0

Poor|Mar 2025

The seats are way too stiff.

4.0

Mediocre|Feb 2025

The food was inedible! We are in the food business and aren’t sure who got this contract. But prisoners eat better. The food was so bad. I ate just a small amount and it made me nauseous. Everything is over microwaved too. And what is with the options? Vegan and vegetarian, but no keto or carnivore? I get that may be more expensive. But I’d gladly pay if it even was an option. But it’s not. There are many fresh options that could have been offered that don’t have to be heated too!

2.0

Poor|Jan 2025

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

1 out of 2899

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

United Airlines flights from Toronto to Chicago (YTO - CHI)

Cheapflights users flying from Toronto to Chicago on United Airlines typically fly into Chicago O'Hare Intl and depart from Toronto Pearson Intl. Select your dates above for pricing.

United Airlines flights from Toronto to Chicago in 2025

Find detailed information about United Airlines flights from Toronto to Chicago. Explore the options provided by United Airlines to plan your journey from Toronto to Chicago. Data last updated 29 April 2025.

One-way from

Round-trip from

Popular in

Cheapest in

Average price (all airlines)

Can I get a flight from Toronto to Chicago on United Airlines for under C$ 300?

Does United Airlines service alternative airports for YTO-CHI?

How do most travelers feel about United Airlines?

Find United Airlines flight deals from Toronto to Chicago

Cheapest United Airlines flights from Toronto to ChicagoExplore the most affordable United Airlines flight options available from Toronto to Chicago. Find the lowest fares with prices last updated on 29 April 2025.

Explore the most affordable United Airlines flight options available from Toronto to Chicago. Find the lowest fares with prices last updated on 29 April 2025.

Travel insights for United Airlines flights from Toronto to Chicago

Get recent, data-driven insights about United Airlines flights from Toronto to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Toronto to Chicago with United Airlines?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Chicago. Price data was last updated on 25 April 2025.

What is the cheapest month to book a flight from Toronto to Chicago with United Airlines?

Weekly United Airlines flight availability from Toronto to Chicago

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

Best time to book a flight from Toronto to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Toronto with our price prediction graph.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Toronto to Chicago on another airline

Consider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on 29 April 2025.

See what others are saying about United Airlines

Overview

100% Free

Book with Flexibility

Travel Smart

Cheapest United Airlines flights from Toronto to Chicago
Explore the most affordable United Airlines flight options available from Toronto to Chicago. Find the lowest fares with prices last updated on 29 April 2025.