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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 , 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  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 , 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  right now, why wait?

Windsor Flight Information
Destination airport
Windsor
Destination airport IATA code
DEC

Last Minute Hotel Deals in Windsor

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! (602 reviews)
"NIGHTMARE STAY! Several flying bugs throughout room. Bathroom was infested with what looked like roaches or some sort of beetles crawling inside the tub, sink and all over the floor & walls. Took pics and video to show General Manager, Celeste. After having to make several calls over a 2 week period ..."

Reviewed on Jun 24, 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! (806 reviews)
"Dirty towel on the carpet first thing I saw. TV didn't work had to have someone reprogram seem like it happened a lot. Very slow check in."

Reviewed on Jun 25, 2026

Holiday Inn Express & Suites Mattoon by IHG
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! (815 reviews)
"So I found a chip and water bottle by our bed on the floor... was not ours. The shower made an awful squealing noise when you turned on the shower head. And I had to jiggle it until I could get it to stop. The price definitely reflects what you are paying for. But it served it's purpose. My son also ..."

Reviewed on Jun 22, 2026

Quality Inn & Suites Mattoon South
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! (965 reviews)
"Clean roof"

Reviewed on Jun 27, 2026

Comfort Suites Mattoon East
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! (724 reviews)
"It was cheap and convenient the breakfast was lack luster not much of a choice to eat. The TV channels sucked for that reason I will not stay there again no sports or NBC channels"

Reviewed on Jun 12, 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! (256 reviews)
"This place was stunning!! They property is very nice, big rooms and great amenities!"

Reviewed on Jun 20, 2026

Hilton Garden Inn Mattoon, Il
Fairfield by Marriott Inn & Suites Mattoon

Fairfield by Marriott Inn & Suites Mattoon

2.5 out of 5
409 SWORDS DRIVE Mattoon IL
Stay at this hotel in Mattoon. Enjoy free breakfast, WiFi (surcharge), and parking (surcharge). Popular attractions Mattoon Peterson Park and Kinzel Field are ...
8.4/10 Very Good! (12 reviews)
"The Belgium waffle's were excellent."

Reviewed on Jun 13, 2026

Fairfield by Marriott Inn & Suites Mattoon
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! (149 reviews)
"Did not meet my expectations. It was convenient to town and the lake. The bed was good. The noise level in the room was noisy. The lighting in the room was too dim. The place is old and needs a facelift."

Reviewed on Jun 25, 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.