Cheap flights from Ontario to Chicago
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 34 days early can save you up to 86% on average compared to booking a flight this week. If booking 34 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$ 436 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$ 591 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 April. Prices to Chicago from Region of Ontario average C$ 318. You can even find prices in April for less than C$ 318, as users have found deals to Chicago from as low as C$ 240. The month of January 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 10%.
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 flights from Ontario to Chicago in January, February 2022
The best prices found for Ontario to CHI flights for January, February
Toronto Pearson Intl
Chicago O'Hare Intl
2 stops
18h 44mChicago O'Hare Intl
Toronto Pearson Intl
Nonstop
1h 42mUnited Airlines
Toronto Island
Chicago Midway
Nonstop
1h 50mChicago Midway
Toronto Island
Nonstop
1h 37mPorter Airlines
Toronto Island
Chicago Midway
Nonstop
1h 50mChicago Midway
Toronto Island
Nonstop
1h 37mPorter Airlines
Ontario to Chicago 2022 flight deals
Cheap flights to Chicago from Ontario found for this year
Toronto Pearson Intl
Chicago O'Hare Intl
Nonstop
1h 50mChicago O'Hare Intl
Toronto Pearson Intl
Nonstop
1h 40mFlair Airlines
Toronto Pearson Intl
Chicago O'Hare Intl
Nonstop
1h 50mChicago O'Hare Intl
Toronto Pearson Intl
Nonstop
1h 40mFlair Airlines
Toronto Pearson Intl
Chicago O'Hare Intl
Nonstop
1h 50mChicago O'Hare Intl
Toronto Pearson Intl
1 stop
6h 12mAir Canada
Direct flights to Chicago from Ontario
Save time with Ontario to Chicago direct flight deals
Toronto Pearson Intl
Chicago O'Hare Intl
Nonstop
1h 50mChicago O'Hare Intl
Toronto Pearson Intl
Nonstop
1h 40mFlair Airlines
Toronto Island
Chicago Midway
Nonstop
1h 50mChicago Midway
Toronto Island
Nonstop
1h 37mPorter Airlines
Toronto Pearson Intl
Chicago O'Hare Intl
Nonstop
1h 53mChicago O'Hare Intl
Toronto Pearson Intl
Nonstop
1h 42mAir Canada
Last minute flights from Ontario to Chicago
Late deals on round-trip flights to Chicago from Ontario, departing today and this week
Toronto Pearson Intl
Chicago O'Hare Intl
2 stops
18h 44mChicago O'Hare Intl
Toronto Pearson Intl
Nonstop
1h 42mUnited Airlines
Toronto Pearson Intl
Chicago O'Hare Intl
1 stop
13h 45mChicago O'Hare Intl
Toronto Pearson Intl
1 stop
21h 55mAmerican Airlines
Toronto Pearson Intl
Chicago O'Hare Intl
1 stop
16h 51mChicago O'Hare Intl
Toronto Pearson Intl
1 stop
17h 41mAmerican Airlines
One-way flights to Chicago All airports from Ontario
The cheapest one-way flights from Ontario to Chicago
Toronto Pearson Intl
Chicago O'Hare Intl
Nonstop
1h 50mFlair Airlines
Toronto Pearson Intl
Chicago O'Hare Intl
Nonstop
1h 50mFlair Airlines
Toronto Island
Chicago O'Hare Intl
1 stop
5h 13mAir Canada
Related info for your journey
Useful info, stats and facts about Ontario to Chicago flights.
Which airlines flying from Ontario to Chicago have flexible cancellations due to COVID-19?
Some of our airline partners flying from Ontario to Chicago have new flexible policies in place due to COVID-19. Air Canada, American Airlines, and United Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Air Canada with this kind of flexibility.
Can I find flights from Region of Ontario to Chicago for under C$ 200 on Cheapflights?
Yes, there are multiple flights from Region of Ontario to Chicago for under C$ 200. The cheapest flight booked recently is on Flair Airlines for just C$ 187, but on average you can expect to pay C$ 253.
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$ 267.
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: Wednesday.
How many flights depart from Region of Ontario to Chicago on average per day?
Travellers can expect 1 flight from Region of Ontario to Chicago on average per day.
Morning (6am - Midday) - 100% of flight departures
How long is the flight from Region of Ontario to Chicago?
For as low as C$ 187, Flair 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 cheapest airlines to fly from Region of Ontario to Chicago one-way?
The cheapest airline one-way is Flair Airlines, with whom users have recently found tickets for as low as C$ 104. However, be on the lookout for offers from Air Canada and Porter Airlines, 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, Toronto Island - Chicago Midway or Toronto Island - Chicago O'Hare Intl as they are the most popular.
What are the most popular airlines that fly from Region of Ontario to Chicago?
Before booking your flight from Region of Ontario to Chicago check out the most popular airlines for this route: Major Airline, American Airlines or Air Canada.
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 ANA (100%), Republic Airways (100%) or Envoy Air (93%) 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$ 196 for a flight from Region of Ontario to Chicago. The cheapest flight overall is C$ 141 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 204.
Flights to Chicago from Ontario
Can I fly to Chicago from Ontario right now?
Most visitors from Ontario need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.
COVID-19 testing requirements
Visitors from Ontario must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.
Quarantine requirements
Visitors from Ontario are not required to quarantine after entering Chicago.
Can I fly back to Ontario from Chicago?
COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Ontario.
Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Ontario.
Departure points for flights from Ontario to Chicago
Select to see more specific information for flights to Chicago from all departure points in Ontario
Top 6 airlines flying from Ontario to Chicago
The chart below displays the airlines Cheapflights users travelling from Ontario to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Hourly flight availability from Ontario to Chicago
See what time of day planes typically take off from Ontario to Chicago
| 16%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 40%of flight departures | Morning6 am to noon |
| 39%of flight departures | AfternoonNoon to 6 pm |
| 5%of flight departures | Evening6 pm to midnight |