$299+ Cheap flights from O'Hare Intl (ORD) to Windsor, ON (YQG)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — YQG
Oct 17 — Oct 241
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from O'Hare Intl to Windsor with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from O'Hare Intl to Windsor
Cheapest
Best
Last-minute
One-way
Cheapest flights from O'Hare Intl to WindsorExplore the most affordable flight options available from O'Hare Intl to Windsor. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from O'Hare Intl to Windsor. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This Mytrip deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:20 pm -
3 stops23h 31m
Wed 11/47:00 am -
2 stops11h 40m
Deal found 9/13![Porter Airlines logo]()
$553
This MakeMyTrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure MakeMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:45 am -
2 stops8h 57m
Fri 10/167:25 pm -
1 stop14h 35m
Deal found 9/16![Air Canada logo]()
$596
This Mytrip deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:20 pm -
3 stops23h 31m
Tue 11/37:00 am -
2 stops11h 40m
Deal found 9/12![Porter Airlines logo]()
$612
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:55 am -
1 stop4h 27m
Thu 10/110:05 am -
1 stop4h 23m
Deal found 9/16![Air Canada logo]()
$617
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:45 am -
2 stops9h 17m
Fri 10/210:05 am -
1 stop4h 18m
Deal found 9/16![Air Canada logo]()
$626
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:05 am -
2 stops10h 40m
Sat 11/710:35 am -
2 stops10h 17m
Deal found 9/16![Air Canada logo]()
$634
This Air Canada deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:05 am -
2 stops10h 40m
Wed 11/410:35 am -
2 stops10h 17m
Deal found 9/13![Air Canada logo]()
$635
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:40 pm -
1 stop11h 42m
Wed 10/2110:05 am -
1 stop4h 18m
Deal found 9/14![Air Canada logo]()
$642
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/68:45 am -
2 stops8h 57m
Tue 10/137:25 pm -
1 stop14h 35m
Deal found 9/16![Air Canada logo]()
$650
Best flights from O'Hare Intl to WindsorDiscover carefully curated flight deals from O'Hare Intl to Windsor that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from O'Hare Intl to Windsor that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This MakeMyTrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure MakeMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:45 am -
2 stops8h 57m
Fri 10/167:25 pm -
1 stop14h 35m
Deal found 9/16![Air Canada logo]()
$596
This Mytrip deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:20 pm -
3 stops23h 31m
Tue 11/37:00 am -
2 stops11h 40m
Deal found 9/12![Porter Airlines logo]()
$612
This Air Canada deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:50 pm -
1 stop4h 55m
Tue 11/310:35 am -
1 stop6h 03m
Deal found 9/12![Air Canada logo]()
$617
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:55 am -
1 stop4h 27m
Thu 10/110:05 am -
1 stop4h 23m
Deal found 9/16![Air Canada logo]()
$617
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:45 am -
2 stops9h 17m
Fri 10/210:05 am -
1 stop4h 18m
Deal found 9/16![Air Canada logo]()
$626
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:05 am -
2 stops10h 40m
Sat 11/710:35 am -
2 stops10h 17m
Deal found 9/16![Air Canada logo]()
$634
This Air Canada deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:05 am -
2 stops10h 40m
Wed 11/410:35 am -
2 stops10h 17m
Deal found 9/13![Air Canada logo]()
$635
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:40 pm -
1 stop11h 42m
Wed 10/2110:05 am -
1 stop4h 18m
Deal found 9/14![Air Canada logo]()
$642
This Air Canada deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/68:45 am -
2 stops8h 57m
Tue 10/1310:05 am -
1 stop10h 43m
Deal found 9/13![Air Canada logo]()
$651
Last-minute flights from O'Hare Intl to WindsorDiscover last-minute flight deals from O'Hare Intl to Windsor. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Windsor. Data last updated September 17, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:55 am -
1 stop4h 27m
Thu 10/110:05 am -
1 stop4h 23m
Deal found 9/16![Air Canada logo]()
$617
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:45 am -
2 stops9h 17m
Fri 10/210:05 am -
1 stop4h 18m
Deal found 9/16![Air Canada logo]()
$626
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/68:45 am -
2 stops8h 57m
Tue 10/137:25 pm -
1 stop14h 35m
Deal found 9/16![Air Canada logo]()
$650
This MakeMyTrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure MakeMyTrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:45 am -
2 stops8h 57m
Fri 10/167:25 pm -
1 stop14h 35m
Deal found 9/16![Air Canada logo]()
$596
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:40 pm -
1 stop11h 42m
Wed 10/2110:05 am -
1 stop4h 18m
Deal found 9/14![Air Canada logo]()
$642
This Mytrip deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:20 pm -
3 stops23h 31m
Tue 11/37:00 am -
2 stops11h 40m
Deal found 9/12![Porter Airlines logo]()
$612
This Mytrip deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:20 pm -
3 stops23h 31m
Wed 11/47:00 am -
2 stops11h 40m
Deal found 9/13![Porter Airlines logo]()
$553
This Air Canada deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:05 am -
2 stops10h 40m
Wed 11/410:35 am -
2 stops10h 17m
Deal found 9/13![Air Canada logo]()
$635
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:05 am -
2 stops10h 40m
Sat 11/710:35 am -
2 stops10h 17m
Deal found 9/16![Air Canada logo]()
$634
One-way flights from O'Hare Intl to WindsorSearch for one-way flight options from O'Hare Intl to Windsor. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from O'Hare Intl to Windsor. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Air Canada deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:45 am -
2 stops8h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Air Canada logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
3 stops31h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$583
Find flight deals from O'Hare Intl to Windsor
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Windsor (YQG). 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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $553 (Mytrip) |
One-way from | $299 (Air Canada) |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Windsor 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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Windsor that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Wed 10/21
8:45 am-6:42 pm
2 stops8h 57m
Windsor
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$299
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Wed 10/21
7:00 am-3:46 pm
3 stops31h 46m
Windsor
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$583
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Wed 10/14
8:45 am-6:42 pm
2 stops8h 57m
Windsor
Fri 10/16
7:25 pm-9:00 am
1 stop14h 35m
$596
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Tue 10/27
6:20 pm-6:51 pm
3 stops23h 31m
Windsor
Tue 11/3
7:00 am-5:40 pm
2 stops11h 40m
$612
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Tue 10/27
12:50 pm-6:45 pm
1 stop4h 55m
Windsor
Tue 11/3
10:35 am-3:38 pm
1 stop6h 03m
$617
Quickest round-trip
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Wed 9/30
9:55 am-3:22 pm
1 stop4h 27m
Windsor
Thu 10/1
10:05 am-1:28 pm
1 stop4h 23m
$617
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Thu 10/1
8:45 am-7:02 pm
2 stops9h 17m
Windsor
Fri 10/2
10:05 am-1:23 pm
1 stop4h 18m
$626
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Sat 10/31
7:05 am-6:45 pm
2 stops10h 40m
Windsor
Sat 11/7
10:35 am-7:52 pm
2 stops10h 17m
$634
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Wed 10/28
7:05 am-6:45 pm
2 stops10h 40m
Windsor
Wed 11/4
10:35 am-7:52 pm
2 stops10h 17m
$635
ChicagoWindsor
ORD Chicago O'Hare Intl - YQG Windsor
ORDYQG
Chicago O'Hare Intl
Thu 10/15
8:40 pm-9:22 am
1 stop11h 42m
Windsor
Wed 10/21
10:05 am-1:23 pm
1 stop4h 18m
$642
Showing 1-10 of 11 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Windsor, Ontario flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Windsor, Ontario flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Windsor, Ontario flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Windsor, Ontario flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Windsor, Ontario flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from O'Hare Intl to Windsor
Have a flexible travel schedule? Discover the best time to fly to Windsor from O'Hare Intl with our price prediction graph.
ORD-YQG
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.
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Windsor. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from O'Hare Intl
Popular flights
Windsor flight routes