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Windsor To Chicago Flights @ ₹41927 + Upto ₹2500 OFF

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NOV
Fri, 6₹39,987
Sun, 8₹40,736
Mon, 9₹46,389
Tue, 10₹32,939
Wed, 11₹33,064
Thu, 12₹33,101
Mon, 16₹33,914
Tue, 17₹41,778
Wed, 18₹41,691
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41,927 | 06h 03m

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41,927 | 06h 03m
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10:35 06h 03m 15:38

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹41,927
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10:35 10h 17m 19:52

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 8 Seats Left
₹42,239
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10:35 10h 17m 19:52

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹42,239
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10:35 07h 09m 16:44

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹43,565
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10:35 09h 11m 18:46

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 6 Seats Left
₹43,877
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10:35 09h 20m 18:55

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹44,095
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10:35 09h 20m 18:55

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹44,095
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 10h 39m 20:14

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹44,095
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 11h 55m 21:30

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹44,095
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 08h 08m 17:43

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹44,224
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 06h 03m 15:38

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹44,274
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10:35 07h 09m 16:44

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹44,274
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 09h 11m 18:46

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 1 Seat Left
₹45,799
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10:35 09h 30m 19:05

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹45,862
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10:35 11h 55m 21:30

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 8 Seats Left
₹46,392
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10:35 08h 08m 17:43

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹46,571
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19:20 13h 34m 07:54

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹47,285
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19:20 13h 40m 08:00

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹47,342
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19:20 16h 47m 11:07

YQG

3-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹47,599
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19:20 13h 40m 08:00

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 1 Seat Left
₹48,604
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19:20 13h 40m 08:00

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹50,847
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19:20 13h 40m 08:00

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 1 Seat Left
₹51,756
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10:35 09h 20m 18:55

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 2 Seats Left
₹61,882
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BOOKNOW: Get extra Rs.525 instant discount on this flight
19:20 13h 40m 08:00

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹68,844
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 09h 11m 18:46

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 1 Seat Left
₹78,459
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 09h 11m 18:46

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 2 Seats Left
₹78,459
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 10h 17m 19:52

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 8 Seats Left
₹78,459
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 10h 17m 19:52

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹78,459
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
19:20 13h 40m 08:00

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 1 Seat Left
₹84,621
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:35 09h 10m 18:45

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 1 Seat Left
₹85,717
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
19:20 13h 40m 08:00

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹87,380
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zero-convience

Morning Flights (6 AM - 12 PM)

10:3506h 03m15:38

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹41,927 Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:3510h 17m19:52

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 8 Seats Left
₹42,239 Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
10:3510h 17m19:52

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8354 9 Seats Left
₹42,239 Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
View More

Evening & Night Flights (After 6 PM)

19:2013h 34m07:54

YQG

1-stop

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹47,285
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
19:2013h 40m08:00

YQG

2-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹47,342
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
19:2016h 47m11:07

YQG

3-stops

ORD

(26 km from CHI)
Air Canada | AC - 8364 9 Seats Left
₹47,599
Book Now
BOOKNOW: Get extra Rs.525 instant discount on this flight
View More

Cheapest Windsor to Chicago Flight Fare by Airline

Air Canada
41927 /person
Book Now

Best Date to Book a Windsor to Chicago Flight

Compare fares across next 9 days and fly on the cheapest day
Cheapest ₹32,939 Tue, 10 Nov
FRI
6 Nov
₹39,987
SUN
8 Nov
₹40,736
MON
9 Nov
₹46,389
TUE
10 Nov
₹32,939
Cheapest
WED
11 Nov
₹33,064
THU
12 Nov
₹33,101
MON
16 Nov
₹33,914
TUE
17 Nov
₹41,778
WED
18 Nov
₹41,691

Windsor to Chicago Flight Route Information

Flight Route InformationDetails
Average Flight Duration2h 3m
Fastest Nonstop Flight6h 3m
Average Daily Flights31+ direct flights
First FlightAir Canada, departs at 00:30
Last FlightAir Canada, departs at 23:00
Departure AirportWindsor Airport (YQG)
Arrival AirportChicago All Airports (CHI)
Recommended Airport ArrivalAt least 3 hours before departure
Typical Cabin Baggage7 kg to 10 kg (varies by airline and fare)
Typical Checked Baggage20 kg to 32 kg on standard economy fares (varies by airline and fare)
Weekly Cheapest Flight from Windsor to Chicago  
Compare the cheapest day to book a flight ticket from Windsor to Chicago. Flight fares vary throughout the week based on demand and availability.
Cheapest Regular
Cheapest Month to Book Windsor to Chicago flight  
Find the cheapest month to book a Windsor to Chicago flight ticket and check how the fares fluctuate throughout the year. This monthly fare trend will help you to get your budget friendly month to travel.
Cheapest Regular

Windsor to Chicago Flight Guide

Planning a trip from Windsor to Chicago? Here's what actually matters before you book: flight time, who flies it, which airport you land at, what to carry, and where the real savings are. Fares start from ₹41,927 per person on EaseMyTrip.

How Long is the Windsor to Chicago Flight?

A direct Windsor–Chicago flight runs about 2h 3m hrs in the air, covering roughly 388 km. That number shifts a bit by airline and aircraft — Air Canada usually runs the fastest, around 6h 3m. With 31+ flights a day, there's not much reason to book a connection unless a specific fare makes it worth the extra hours.

Which Airlines Fly from Windsor to Chicago?

Air Canada, United Airlines operate this route. Prices can look close between airlines, so the real difference is in what's included: baggage, meals, seat selection and timings. A slightly higher fare with a better departure slot often saves you more than it costs.

Most people compare all of this on EaseMyTrip instead of checking airline by airline. It's faster to see fares, timings and reviews side by side than to dig through five different sites.

Windsor and Chicago Airport Information

You'll fly out of Windsor Airport (YQG) in Windsor. Land in Chicago and it's Chicago All Airports (CHI) — check your ticket for the terminal, since airlines don't all use the same one.

What to Carry for Windsor to Chicago Domestic Flights

No visa or passport needed on a domestic route, but you do need a valid government photo ID such as Aadhaar, passport, driving licence or voter ID. Keep it handy along with your e-ticket, as airlines can deny boarding without it. Travelling with a child? Check the airline's ID rules for infants and minors before you leave.

Things to Know Before Booking Windsor to Chicago Flights

Book 3–6 weeks out, not the week before. That's usually the sweet spot on domestic routes. November tends to run cheapest overall.
Mind the calendar. Fares climb around long weekends, festivals and school holidays, and around Chicago's own peak season. Shift your dates by a few days and you'll usually see it in the price.
Reach the airport 2 hours early. Security queues get long at peak hours. Web check-in usually opens 24 to 48 hours before departure, and it saves you time at the counter.
Read the baggage rules. Cabin and check-in allowance differ by airline and fare type, and the cheapest fares often come with limited or no free check-in baggage. Check before you pay.
Price round trip before you buy one-way. Two one-way tickets on different airlines can sometimes work out cheaper, so compare both.
Tue flights, plus a code. Tue departures run cheaper on this route. Stack EMTFIRST, EMTNCF, or EASEDAY at checkout on top of that.

How to Book a Windsor to Chicago Flight on the EaseMyTrip Website or App?

Booking Windsor to Chicago flight tickets on EaseMyTrip is quick and convenient. Follow the steps below to complete your booking smoothly on the website or mobile app.

1
Open EaseMyTrip

Visit the EaseMyTrip website or app and go to the Flights section.

2
Choose Your Trip Type

Select your preferred trip option from One-Way/Round-Trip/Multi-City.

3
Enter Travel Details

Fill in the departure city and destination city. Then select your travel dates, number of passengers, and preferred travel class.

4
Search for Flights

Click on the Search button to view all available flight options for your selected route and dates.

5
Select Your Flight

Compare the available flights and choose the one that best suits your schedule and budget. Then click on Book Now.

6
Apply Coupon Code

Enter the required booking details and apply a coupon code, if available, to get discounts on your booking.

7
Add Passenger Details

Proceed by entering passenger information and click on Continue Booking.

8
Make Payment

Complete the payment using your preferred payment method such as Debit Card, Credit Card, UPI, Net Banking, or Wallet.

9
Get Booking Confirmation

Once the payment is successful, you will receive your flight booking confirmation along with the e-ticket via Email and SMS.

Booking flight tickets with EaseMyTrip is easy and hassle-free. Don’t wait for the last moment—book early to get the best deals.

Why Book With Us?

 Easy Booking
Easy Booking
We offer easy and convenient flight bookings with attractive offers.
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We ensure low rates on hotel reservation, holiday packages and on flight tickets.
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Get instant refunds effortlessly on your travel bookings with us.
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Get assistance 24/7 on any kind of travel related query. We are happy to assist you.
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Frequently Asked Questions

Q. How much does a ticket cost from Windsor to Chicago flight?

Flights from Windsor to Chicago can go as low as ₹41927. Although it can change with shifting dates and crowds. Hit EaseMyTrip to book on the current deal before it changes.

Q. How many flights fly per day from Windsor to Chicago?

There are roughly 31 flights a day from Windsor to Chicago, so you have options to choose from. On EaseMyTrip, you’ll find all of them under one heading so that it’s convenient for you to check what time and flight works for you.

Q. How many hours does it take to fly from Windsor to Chicago?

Direct flights from Windsor to Chicago take roughly 6h 3m hours. Layovers stretch it out occasionally. A search on EaseMyTrip reveals the quickest ones. Give it a look today.

Q. Which day of the week are flights from Windsor to Chicago the cheapest?

Tue often drops the best rates for Windsor to Chicago. Their calendar on EaseMyTrip spots the dips and peaks and locks in.

Q. What’s the cheapest month to fly from Windsor to Chicago?

November is usually the best value for Windsor to Chicago. Plan it out on EaseMyTrip early to nab those quieter, cheaper months.

Q. What is the cheapest airline to fly from Chicago to Windsor?

Right now, Air Canada has the best deal for flights from Windsor to Chicago. Compare fares on EaseMyTrip and book the one that works for you.

Q. Are there any promotional fares or discounts on flights from Windsor to Chicago?

The discount offers are live and discount percentages may also vary but you can avail upto ₹ N/A discount on flights from Windsor to Chicago. EaseMyTrip Present Offer: BOOKNOW

Q. Is there any offer available for new users on Windsor to Chicago flight bookings by EaseMyTrip?

Newbies? Get up to Rs.1000 off* on domestic flights (Flat 10% discount) and get up to Rs.2500 off* on international flights (Flat 10% discount) on a new user offer (EMTFIRST) Windsor-Chicago from EaseMyTrip. Sign up quickly, enter your dates, plug in a code, and voila, cheaper tickets.

Q. What is the fastest flight from Windsor to Chicago?

Air Canada is the fastest flight from Windsor to Chicago in 6h 3m sharp. No stops, pure speed. Grab it on EaseMyTrip.

Q. Which are the last-minute cheap flights from Windsor to Chicago?

Last-minute Windsor-Chicago fares dip to ₹41927 on Air Canada. Check EaseMyTrip now that they won't hang around long.

Q. How can I get a discount on a flight ticket from Windsor to Chicago?

Shift your travel dates by a day and unlock extra savings on Windsor to Chicago flights. Compare fares, apply promo codes, and get up to 35%* off with bank card offers on EaseMyTrip - all in one search.

Q. How many direct or nonstop flights from Windsor to Chicago?

There are 31 non-stop flights between Windsor and Chicago. Bookings are all directly on EaseMyTrip and are easy to arrange.

Q. What’s the best way to book a flight from Windsor to Chicago?

EaseMyTrip has special offers and discounts which are better than any airline website out there. Airline websites have limited options, no special deals and no single tap booking for flights from Windsor to Chicago. Booking with EaseMyTrip saves money and hassle, every time.

Q. What is the baggage allowance for flights from Windsor to Chicago?

Frankly, luggage laws are all about the airlines, however most of the rates for flight tickets from Windsor to Chicago include cabin baggage and check-in baggage. Compare luggage details on EaseMyTrip before your flight ticket.

Q. How far in advance should I book a flight from Windsor to Chicago?

Best Fare Book Windsor to Chicago flights 3-6 weeks in advance for domestic and 2-4 months in advance for international travel. With EaseMyTrip you can keep a check on your ticket prices before they hike up easily.

Q. I have a reservation, can I rebook my flight from Windsor to Chicago?

Yes, you can change your Windsor to Chicago flight booking with relevant charges by the carriers. EaseMyTrip helps you to simply manage your booking and rescheduling policies.

Q. Are red-eye or overnight flights cheaper to get from Windsor to Chicago?

Red-eye or overnight flights from Windsor to Chicago are usually less busy and cheaper. EaseMyTrip has a good range of time based fares.

Q. Can I use the EMI option on flights from Windsor to Chicago?

Yes, you can surely choose the EMI (Equated Monthly Installment) option on EaseMyTrip for your Windsor-Chicago flight bookings.

Q. Any student or senior discounts on flights from Windsor to Chicago?

Many airlines provide a student or citizen discount on flights from Windsor to Chicago. Check out the eligible discounted fares on EaseMyTrip directly.

Flights From Nearby Departure Airports
Flights To Nearby Arrival Airports
Windsor Airport Contact Info
Name: Windsor Airport
Code: YQG
Chicago Airport Contact Info
Name: Chicago All Airports
Code: CHI

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