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Cheap flights from Ontario to Chicago from C$ 200

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — CHI
26 Nov — 3 Dec1
1 adult

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 645,034 searches. Data last updated 21 November 2024.

Fly from

Any airport

Fly to

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Route

Depart

Return

Price

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 12/12

3:50 p.m.-4:40 p.m.

Nonstop1h 50m

Chicago Midway

Mon 16/12

12:05 p.m.-2:47 p.m.

Nonstop1h 42m

C$ 319

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 12/12

2:00 p.m.-2:51 p.m.

Nonstop1h 51m

Chicago O'Hare Intl

Sun 15/12

7:19 a.m.-9:58 a.m.

Nonstop1h 39m

C$ 342

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 12/12

6:25 a.m.-10:54 a.m.

1 stop5h 29m

Chicago O'Hare Intl

Mon 16/12

9:50 a.m.-12:31 p.m.

Nonstop1h 41m

C$ 349

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 13/12

2:05 p.m.-6:36 p.m.

1 stop5h 31m

Chicago O'Hare Intl

Tue 17/12

6:38 p.m.-9:25 p.m.

Nonstop1h 47m

C$ 362

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 12/12

10:25 a.m.-2:45 p.m.

1 stop5h 20m

Chicago O'Hare Intl

Sun 15/12

2:01 p.m.-7:50 p.m.

1 stop4h 49m

C$ 365

TorontoChicago

YTZ - MDW

YTZMDW

Toronto Island

Thu 12/12

9:40 a.m.-10:30 a.m.

Nonstop1h 50m

Chicago Midway

Sun 15/12

11:15 a.m.-1:57 p.m.

Nonstop1h 42m

C$ 366

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 12/12

6:52 a.m.-8:05 a.m.

Nonstop2h 13m

Chicago O'Hare Intl

Sun 15/12

7:19 a.m.-9:58 a.m.

Nonstop1h 39m

C$ 372

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Thu 12/12

6:30 a.m.-6:32 p.m.

1 stop13h 02m

Chicago Midway

Mon 16/12

9:38 a.m.-11:34 p.m.

1 stop12h 56m

C$ 373

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 3/12

11:15 a.m.-2:51 p.m.

1 stop4h 36m

Chicago O'Hare Intl

Wed 4/12

2:00 p.m.-9:48 p.m.

1 stop6h 48m

C$ 375

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Fri 13/12

12:57 p.m.-10:45 p.m.

1 stop10h 48m

Chicago O'Hare Intl

Sun 15/12

7:00 a.m.-1:44 p.m.

1 stop5h 44m

C$ 384

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/11

Showing 1-10 of 60 results
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Cheap flight deals from Ontario to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Ontario (CAON) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 21 November 2024.

Find flight deals from Ontario to Chicago

Cheapest flights from Ontario to Chicago
Explore the most affordable flight options available from Ontario to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 21 November 2024.

Thu 12/123:50 p.m.YTZ - MDW
Nonstop1h 50mPorter Airlines
Mon 16/1212:05 p.m.MDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 19/11C$ 319
Thu 12/122:00 p.m.YYZ - ORD
Nonstop1h 51mUnited Airlines
Sun 15/127:19 a.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 20/11C$ 342
Thu 12/126:25 a.m.YYZ - ORD
1 stop5h 29mAir Canada
Mon 16/129:50 a.m.ORD - YYZ
Nonstop1h 41mAir Canada
Deal found 19/11C$ 349
Fri 13/122:05 p.m.YYZ - ORD
1 stop5h 31mMultiple Airlines
Tue 17/126:38 p.m.ORD - YYZ
Nonstop1h 47mMultiple Airlines
Deal found 20/11C$ 362
Thu 12/1210:25 a.m.YTZ - ORD
1 stop5h 20mAir Canada
Sun 15/122:01 p.m.ORD - YTZ
1 stop4h 49mAir Canada
Deal found 19/11C$ 365
Thu 12/129:40 a.m.YTZ - MDW
Nonstop1h 50mAir Transat
Sun 15/1211:15 a.m.MDW - YTZ
Nonstop1h 42mAir Transat
Deal found 20/11C$ 366
Thu 12/126:52 a.m.YYZ - ORD
Nonstop2h 13mLufthansa
Sun 15/127:19 a.m.ORD - YYZ
Nonstop1h 39mLufthansa
Deal found 20/11C$ 372
Thu 12/126:30 a.m.YYZ - MDW
1 stop13h 02mWestJet
Mon 16/129:38 a.m.MDW - YYZ
1 stop12h 56mWestJet
Deal found 20/11C$ 373
Tue 3/1211:15 a.m.YUL - ORD
1 stop4h 36mAir Canada
Wed 4/122:00 p.m.ORD - YUL
1 stop6h 48mAir Canada
Deal found 18/11C$ 375
Fri 13/1212:57 p.m.YUL - ORD
1 stop10h 48mAmerican Airlines
Sun 15/127:00 a.m.ORD - YUL
1 stop5h 44mAmerican Airlines
Deal found 19/11C$ 384
Tue 31/126:30 a.m.YYZ - ORD
1 stop9h 08mDelta
Thu 16/112:35 p.m.ORD - YYZ
1 stop6h 56mDelta
Deal found 19/11C$ 398
Tue 31/126:50 a.m.YUL - MDW
1 stop4h 30mPorter Airlines
Wed 8/11:05 p.m.MDW - YUL
1 stop3h 55mPorter Airlines
Deal found 19/11C$ 398

Best time to book a flight from Ontario to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Ontario 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.

Travel insights for flights from Ontario to Chicago

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

What is the cheapest month to book a flight from Region of Ontario to Chicago?

Currently, January is the cheapest month in which you can book a flight from Region of Ontario to Chicago (average of C$ 261). Flying from Region of Ontario to Chicago in May is currently the most expensive (average of C$ 342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ON to CHI?

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 last updated 21 November 2024.

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.

Weekly flight availability from Region of Ontario to Chicago

Explore weekly flight availability from Ontario to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 21 November 2024.

The most flights from CAON to CHI are scheduled on a Monday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (45 on average).

Rainfall in Chicago by month

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

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

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 21 November 2024.
Peruse reviews from past customers who have flown with Lufthansa, American Airlines and Air Canada 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.
Delta
8.0
Very good
8,758 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,758 reviews
Delta
8.0
Very good
8,758 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.8
Good
286 reviews
Delta
8.0
Very good
8,758 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Air Transat
7.8
Good
389 reviews
Delta
8.0
Very good
8,758 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
9,172 reviews
Delta
8.0
Very good
8,758 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.3
Good
2,810 reviews
Delta
8.0
Very good
8,758 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • What are the cheapest airlines to fly from Region of Ontario to Chicago one-way?

    The cheapest airline one-way is Porter Airlines, with whom users have recently found tickets for as low as C$ 200. However, be on the lookout for offers from United Airlines and Air Canada, as they are both options that can get you from Region of Ontario to Chicago for a low price.

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

    When deciding which route to take from Region of Ontario to Chicago consider Toronto Pearson Intl - Chicago O'Hare Intl, Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl or Toronto Pearson Intl - Chicago Midway as they are the most popular.

  • 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 Egyptair (100%), Jazz (100%) or Lufthansa (100%) 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$ 1,604 for a flight from Region of Ontario to Chicago. The cheapest flight overall is C$ 210 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 366.

  • Can I find deals for flights from Ontario to Chicago that include hotel bookings?

    Yes. In addition to deals on Ontario to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Ontario to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Ontario to Chicago.

  • Can I find deals for business class flights from Ontario to Chicago?

    Yes. Cheapflights offers flight deals from Ontario to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Region of Ontario to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Region of Ontario to Chicago (average of C$ 261). Flying from Region of Ontario to Chicago in May is currently the most expensive (average of C$ 342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Ontario to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to O'Hare Intl flights
Pierre Elliott Trudeau Intl to O'Hare Intl flights
Vancouver Intl to O'Hare Intl flights
Pearson Intl to Midway flights
Pierre Elliott Trudeau Intl to Midway flights
Ottawa to O'Hare Intl flights
Toronto Island to Midway flights
Calgary to O'Hare Intl flights
Vancouver Intl to Midway flights
Toronto Island to O'Hare Intl flights
Winnipeg to O'Hare Intl flights
Ottawa to Midway flights
Pearson Intl to St. Louis flights
Halifax to O'Hare Intl flights
Calgary to Midway flights
Québec City to O'Hare Intl flights
Edmonton to O'Hare Intl flights
Calgary to St. Louis flights
Halifax to Midway flights
Québec City to Midway flights
Edmonton to Midway flights
Pierre Elliott Trudeau Intl to St. Louis flights
Kelowna to O'Hare Intl flights
Victoria to O'Hare Intl flights
Vancouver Intl to St. Louis flights
Saskatoon to O'Hare Intl flights
Edmonton to St. Louis flights
London to O'Hare Intl flights
St. John's to O'Hare Intl flights
Region of Waterloo Intl to O'Hare Intl flights
Pearson Intl to Moline flights
Saskatoon to Midway flights
Kelowna to Midway flights
Regina to O'Hare Intl flights
Victoria to Midway flights
Moncton to O'Hare Intl flights
Sudbury to O'Hare Intl flights
Grande Prairie to O'Hare Intl flights
Ottawa to St. Louis flights
Halifax to Peoria flights
Saskatoon to St. Louis flights
Vancouver Intl to Peoria flights
Fort McMurray to O'Hare Intl flights
Hamilton to O'Hare Intl flights
Pearson Intl to Peoria flights
Ottawa to Champaign flights

Top 5 airlines flying from Ontario to Chicago

Discover the top 5 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 645,034 searches. Data last updated 21 November 2024.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 271AverageC$ 399FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 303AverageC$ 583FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 348AverageC$ 640FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 349AverageC$ 526FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 433AverageC$ 587FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Ontario to Chicago?

When you search for this flight from Ontario to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Ontario to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Ontario.

Can Cheapflights find flights from Ontario to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Ontario shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Ontario to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Ontario to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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