Cheap flights from Chicago O'Hare to Windsor

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How much is a flight from Chicago O'Hare to Windsor?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Windsor.

Pick a travel date to see today’s available fares.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the Chicago O'Hare - Windsor route.

Which airports near Chicago or Windsor offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

  • Airports in Chicago: 3 airports are active - Midway, O'Hare, Rockford.
  • Airports in Windsor: Windsor is the only airport in use at the moment.

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Adjust your flight filters for Chicago O'Hare – Windsor

Jetcost gives you tools to search smarter. Pick your ideal price range, airline, departure time, and flight type — then compare offers from agencies like Expedia, eDreams, and more.

Other popular destinations

Planning a trip to Canada? These cities are popular too: Calgary, Montreal, Quebec, Toronto, Vancouver.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.
Frequently Asked Questions

Frequently asked questions about flights from Chicago O'Hare to Windsor.

How much does an airline ticket from Chicago O'Hare to Windsor cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago O'Hare to Windsor.

How far is Chicago from Windsor?

Chicago is about 254 mi from Windsor.

What are the airports in Windsor?

Windsor has one airport: Windsor.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Canada?

The most popular cities in Canada according to our users' searches are: Calgary, Montreal, Quebec, Toronto, Vancouver.

When should I book a flight from Chicago to Windsor?

This information is not available at the moment.

What is the cheapest month to fly from Chicago to Windsor?

This information is not available at the moment.

What is the most expensive month to fly from Chicago to Windsor?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to Windsor?

This information is not available at the moment.