Cheap Flights from Windsor to Chicago O'Hare International

Compare Windsor to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

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Flight deals from Windsor to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Windsor Airport to Chicago O'Hare International Airport? If you want to travel next month, return fares start from R 7,195. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Windsor to Chicago O'Hare International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Windsor to Chicago O'Hare International flights are currently cheapest in July.

Windsor to Chicago O'Hare International: Alternative routes

Compare routes from Windsor to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

Windsor to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 3,403
Cheapest month to flyJuly

Finding cheap flights from Windsor to Chicago O'Hare International: Frequently asked questions

The best price we found for a return flight from Windsor to Chicago O'Hare International is R 7,195. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Windsor to Chicago O'Hare International. But we found flights with one or more stops from R 7,228.
As of June 2026, there are no flights flying from Windsor to Chicago O'Hare International.
The cheapest month to fly from Windsor to Chicago O'Hare International is usually July.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Windsor Airport to Chicago O'Hare International Airport on Wednesday, 1 July 2026.
No airlines currently offer direct flights between Windsor Airport and Chicago O'Hare International Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago O'Hare International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Air Canada offers the cheapest flight tickets to Chicago O'Hare International.

Flying from Windsor International Airport (YQG) to O'Hare International Airport (ORD): what you need to know

  • The timezone in Chicago is UTC-5, which is one hour behind Windsor.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for hassle-free flying. Get to the airport on time to catch your YQG to ORD flight.

  • During popular months like August, it's a good idea to get to the airport earlier. Plan to arrive two hours before domestic departures and four hours ahead for international flights when you fly during peak periods in general.

How to find the cheapest flights from Windsor International Airport (YQG) to O'Hare International Airport (ORD)

  • R 3,403 is currently the lowest price for a one-way Windsor International Airport to O'Hare International Airport flight. Return flights start at R 7,228. These prices can change depending on demand.

  • Don't leave everything to the last moment. You're more likely to find cheap tickets from YQG to ORD if you book in advance. Airlines often offer some amazing early bird deals.

  • Finding cheap flights from Windsor International Airport to O'Hare International Airport is easy if you're flexible with your dates. Use the 'Whole month' function to see the best prices across each month and score a great deal.

  • Picking up cheap flights from YQG to ORD is a piece of cake with Price Alerts. Simply create one of these automatic alerts and we'll let you know as soon as a new deal comes up.

  • Choose your preferred departure and arrival times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to find the best deals on flights from Windsor International Airport to O'Hare International Airport.

Handy information about Windsor International Airport (YQG)

  • 54.29% of flights that depart Windsor International Airport reach their destination on time.

  • To reach Windsor International Airport from central Windsor, it takes about 20 minutes by car. This depends on traffic though. It's approximately 11 kilometres from the airport to the city centre.

  • Catching public transport? Expect a trip time of around 1 hour 5 minutes.

  • Get your journey off to a relaxed start by staying near YQG. Whether you're catching an early flight from Windsor International Airport to O'Hare International Airport or just don't like being rushed, these hotels are the answer:

Arriving at O'Hare International Airport (ORD)

Getting from O'Hare International Airport (ORD) to central Chicago

  • ORD is located at 10000 West O'Hare.

  • O'Hare International Airport to central Chicago has a drive time of around 35 minutes. It's approximately 40 kilometres away.

  • It takes roughly 55 minutes if you're travelling on public transport.

When to fly to O'Hare International Airport (ORD)

  • The quietest month for a flight from Windsor International Airport to O'Hare International Airport is January, while August is the busiest. Pick the ideal time to visit Chicago based on whether you prefer a more relaxed vibe or a faster pace.

  • Book your flight from Windsor International Airport to O'Hare International Airport for July if you want to explore Chicago during its warmest month. Expect temperatures of between 15ºC (59ºF) and 29ºC (84ºF).

  • If you like cooler conditions, search for a cheap ticket from YQG to ORD in January. Average temperatures are between -12ºC (10ºF) and 3ºC (37ºF) then.

Explore more of United States

  • You've done Chicago, now it's time to discover other parts of United States. Journey about 451 kilometres south-east to Columbus to tick off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.

  • If you're ready to explore another well-known destination in United States, consider Indianapolis, about 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are among its highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.