Search Cheap Flights to
Windsor

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Windsor Flights as Low as $489

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

United
United
United
United
United
United
United
United
United
United
United
United
United
United
United
United

Cheap Flights to Windsor

Fall in love at first flight with your vacation to Windsor by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Windsor

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the DEC airport.

What is the cheapest month to fly to Windsor?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Windsor are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Windsor?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Windsor.

What airport is best to fly into Windsor?

When you’re planning your trip to Windsor, convenience is the name of the game. Luckily, Windsor Decatur Airport is nearby so you can deplane and get going on checking off everything on your Windsor must-do list.

How much are flights to Windsor?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $489, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Windsor?

The trick to saving a stack of cash on your flight to Windsor? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $489 right now, why wait?

Windsor Flight Information
Destination airport
Decatur
Destination airport IATA code
DEC
Roundtrip price
$489

Last Minute Hotel Deals in Windsor

Comfort Suites Mattoon East

Comfort Suites Mattoon East

2.5 out of 5
1408 Broadway Ave E Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (946 reviews)
Room was clean and staff was great

Reviewed on May 10, 2026

Comfort Suites Mattoon East
Best Western Heartland Inn

Best Western Heartland Inn

2.5 out of 5
1416 Broadway Avenue East Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (577 reviews)
My entire trip with Expedia has been beautiful

Reviewed on May 11, 2026

Best Western Heartland Inn
Holiday Inn Express & Suites Mattoon by IHG

Holiday Inn Express & Suites Mattoon by IHG

2.5 out of 5
121 Swords Dr Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (786 reviews)
I called and told them I wasn't coming on friday night and I would be there saturday night and they gave my room away and then charged me.

Reviewed on May 10, 2026

Holiday Inn Express & Suites Mattoon by IHG
Clarion Pointe Mattoon near University

Clarion Pointe Mattoon near University

2.5 out of 5
206 Mcfall Rd Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Mattoon Peterson Park ...
8.4/10 Very Good! (901 reviews)
Very clean friendly staff, plenty parking.stores and resturants near by

Reviewed on May 11, 2026

Clarion Pointe Mattoon near University
Super 8 by Wyndham Mattoon

Super 8 by Wyndham Mattoon

2 out of 5
205 Mcfall Rd Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
7.4/10 Good! (717 reviews)
Beds were terrible. No refrigerators or microwaves in rooms.

Reviewed on May 10, 2026

Super 8 by Wyndham Mattoon
Hilton Garden Inn Mattoon,  Il

Hilton Garden Inn Mattoon, Il

3 out of 5
100 Coles Centre Parkway Mattoon IL
Stay at this hotel in Mattoon. Enjoy free parking, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (243 reviews)
I have stayed in this hotel several times and would always give it 5 stars. This time wasn’t as good. The hotel and room itself were very clean. I think they were short staffed this weekend. We had to ask 3 times for an extra pillow and it seemed that the young gentleman helping us was doing other ...

Reviewed on May 9, 2026

Hilton Garden Inn Mattoon, Il
Quality Inn & Suites Mattoon South

Quality Inn & Suites Mattoon South

2.5 out of 5
4922 Paradise Rd Mattoon IL
Book a stay at this business-friendly hotel in Mattoon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (802 reviews)
Our shower had something gross on the walls of it that would indicate it has not been cleaned recently so we did not shower due to the cleanliness of it.

Reviewed on May 10, 2026

Quality Inn & Suites Mattoon South
The Shelby Inn

The Shelby Inn

2.5 out of 5
816 W Main Street Shelbyville IL
Stay at this motel in Shelbyville. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Forest Park and Lake Shelbyville Beach are located ...
8.8/10 Excellent! (141 reviews)
We had a wonderful stay at the Shelby Inn. It was our second time back. Our room was very clean and well stocked with towels and toiletries. We were able to sleep and relax peacefully, as the property was a quiet and calm environment . We were comfortable and very pleased with our stay!

Reviewed on Apr 28, 2026

The Shelby Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.