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Cheap flights from Ontario to Chicago from C$ 140

This is the cheapest one-way flight price, found on 29/11. Prices may vary by date and flight preferences.
YYZ — CHI
5 Dec — 12 Dec1
1 adult
Tue 5/12
Tue 12/12

How far in advance should I book a flight from Region of Ontario to Chicago?

Users have found that booking a flight from Region of Ontario to Chicago at least 27 days early can save you up to 78% on average compared to booking a flight this week. If booking 27 days before your flight isn’t an option for you, users have found flights from Region of Ontario to Chicago for as little as C$ 487 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as C$ 662 for flights departing within the next 3 days.

What is the cheapest month to fly from Region of Ontario to Chicago?

The best pricing can be found in the month of January. Prices to Chicago from Region of Ontario average C$ 396. You can even find prices in January for less than C$ 396, as users have found deals to Chicago from as low as C$ 242. The month of July appears to be one of the more expensive times to travel to Chicago from Region of Ontario. Flying in the targeted month can save you up to 16%.

When is the cheapest time to fly from Region of Ontario to Chicago (ON - CHI)?

When flying from Region of Ontario to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from Ontario to Chicago

Explore cheap flight options specifically provided by Delta for the route between Ontario and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 526,253 searches. Data last updated 30 November 2023.
Take a look at some of the lowest-priced Delta flights heading from Ontario to Chicago. Make sure to double check the flight details before booking.

Cheap American Airlines flights from Ontario to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Ontario and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 526,253 searches. Data last updated 30 November 2023.
Take a gander at the lowest prices we've found on American Airlines flights from Ontario to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.

Cheap Ontario to Chicago flights in November & December 2023

Find cheap flight options from Ontario to Chicago specifically for the months of November and December 2023. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 526,253 searches. Prices were last updated on 30 November 2023.
Listed are some of the best fares we've found on flights departing from Ontario to Chicago in 2023. Check back regularly for other flight deals.

Ontario to Chicago 2023 flight deals

Discover exclusive flight deals for travel between Ontario and Chicago in 2023. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 526,253 searches. Data last updated 30 November 2023.
Listed are some of the best fares we've found on flights departing from Ontario to Chicago in 2023. Check back regularly for other flight deals.

Direct flights to Chicago from Ontario

Discover non-stop flight options from Ontario to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 526,253 searches. Data last updated 30 November 2023.
For a shorter flight, select one of these non-stop flights from Ontario to Chicago. If you're looking for other options for flights from Ontario to Chicago, make sure to update the search form at the top of page.

Ontario to Chicago flights leaving soon

Find last-minute flight options from Ontario to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 526,253 searches. Data last updated 30 November 2023.
Have a look at some of the flights available from Ontario to Chicago departing last-minute. It's wise to confirm all flight details are correct before booking.

One-way flights to Chicago from Ontario

Search for one-way flight options from Ontario to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 526,253 searches. Data last updated 30 November 2023.
Take a look at some of the one-way flights we've detected from Ontario to Chicago. Users needing a return flight from Ontario to Chicago should utilize the search form above.

Find flights from Ontario to Chicago within your budget

Customize your flight search to find flights from Ontario to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 526,253 searches. Data last updated 30 November 2023.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 247 - C$ 584

Route

Depart

Return

Price

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 16/12

1 stop16h 24m

Chicago O'Hare Intl

Mon 18/12

1 stop16h 56m

C$ 247

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 3/2

1 stop9h 50m

Chicago O'Hare Intl

Wed 14/2

1 stop8h 15m

C$ 265

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Thu 21/12

Nonstop1h 50m

Chicago Midway

Mon 25/12

Nonstop1h 37m

C$ 288

Toronto IslandChicago Midway

YTZ - MDW

YTZMDW

Toronto Island

Thu 21/12

Nonstop1h 50m

Chicago Midway

Mon 25/12

Nonstop1h 37m

C$ 292

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 20/1

1 stop7h 04m

Chicago O'Hare Intl

Wed 24/1

1 stop5h 15m

C$ 303

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 19/12

Nonstop2h 02m

Chicago O'Hare Intl

Mon 25/12

Nonstop1h 33m

C$ 324

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 17/2

1 stop5h 50m

Chicago O'Hare Intl

Tue 20/2

Nonstop1h 36m

C$ 333

Toronto Pearson IntlChicago O'Hare Intl

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 24/12

Nonstop2h 20m

Chicago O'Hare Intl

Sun 31/12

Nonstop1h 33m

C$ 356

Toronto Pearson IntlChicago Midway

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 30/12

1 stop5h 30m

Chicago Midway

Wed 3/1

1 stop19h 35m

C$ 584

Flights are sorted by cheapest first

Deals found on 29/11

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 30 November 2023.
Peruse reviews from past customers who have flown with Delta, American Airlines and United Airlines from Ontario to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Overall

7.9

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

7.9
Good
3,035 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Overall

7.9

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

7.6
Good
27 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Overall

7.9

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

7.4
Good
1,897 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Overall

7.9

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

7.2
Good
2,645 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Overall

7.9

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

7.2
Good
918 reviews
7.9
Good
3,035 reviews

Entertainment

7.8

Comfort

7.9

Food

7.2

Crew

8.5

Boarding

8.0

Overall

7.9

Reviews

1 / 10

The flight was redirected while in flight and i understand why that could not be helped. HOWEVER, there were no instructions of what to expect while we were on the plane. That would have eliminated much angst with many passengers. The gate agents were really trying to answer questions….and one in particular was down right unaware of the feelings of the passengers. She did not listen to the questions, just kept repeating the same mantra….just being a little helpful would have gone a long way to calm people down. She literally could have made the experience much more tolerable. I wish i knew her name so you could help her understand the impact she had on several people, which spread throughout many passengers.

Related info for your journey

Find useful and relevant information for your journey from Ontario to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find flights from Region of Ontario to Chicago for under C$ 300 on Cheapflights?

Yes, there are multiple flights from Region of Ontario to Chicago for under C$ 300. The cheapest flight booked recently is on Multiple Airlines for just C$ 247, but on average you can expect to pay C$ 284.

Are there direct flights from Region of Ontario to Chicago for under C$ 300 on Cheapflights?

Cheapflights has 20 direct flights from Region of Ontario to Chicago under C$ 300. A good price for a direct flight from Region of Ontario to Chicago is less than C$ 307.

Are there last-minute flights available from Region of Ontario to Chicago for under C$ 300?

There are currently 20+ open flights from Region of Ontario to Chicago within the next 7 days for less than C$ 300.

What days are direct flights available from Region of Ontario to Chicago?

Direct flights are available for this route on the following days: Monday, Thursday, Friday, Saturday.

How many flights depart from Region of Ontario to Chicago on average per day?

Travellers can expect 12 flights from Region of Ontario to Chicago on average per day.
Early Morning (Midnight to 6am) - 42% of flight departures
Morning (6am - Midday) - 42% of flight departures
Afternoon (Noon - 6pm) - 17% of flight departures

How long is the flight from Region of Ontario to Chicago?

For as low as C$ 288, Porter Airlines can have you in Chicago from Region of Ontario in 1h 50m. Region of Ontario and Chicago are separated by a distance of 703 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

What are the most popular routes from Region of Ontario to Chicago?

What are the most popular airlines that fly from Region of Ontario to Chicago?

What are the most reliable airlines from Region of Ontario to Chicago?

No one likes to see their flight delayed. When booking a flight from Region of Ontario to Chicago consider choosing Korean Air (100%), Egypt Air (93%) or Royal Jordanian (92%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Region of Ontario to Chicago?

On average you can expect to pay C$ 1,583 for a flight from Region of Ontario to Chicago. The cheapest flight overall is C$ 229 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 266.

What does YYZ to ORD mean?

This is defined as Toronto Pearson Intl Airport (YYZ) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

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.

Top 10 airlines flying from Ontario to Chicago

Discover the top 10 airlines that operate flights from Ontario to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 526,253 searches. Data last updated 30 November 2023.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 238AverageC$ 420FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 274AverageC$ 664FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 289AverageC$ 570FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air New ZealandCheapestC$ 297AverageC$ 327FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
ANACheapestC$ 321AverageC$ 437FlexibilityNo cancel feeOn-time80%
Search ANA flights
American AirlinesCheapestC$ 327AverageC$ 537FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Alaska AirlinesCheapestC$ 328AverageC$ 431FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
DeltaCheapestC$ 373AverageC$ 428FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 539AverageC$ 698FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Endeavor AirlinesCheapestC$ 565AverageC$ 643FlexibilityNo cancel feeOn-timeN/A
Search Endeavor Airlines flights

Search flights to Chicago by cabin class

Hourly flight availability from Ontario to Chicago

Find hourly flight availability from Ontario to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data