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Winona

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Winona Flights as Low as $352

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Cheap Flights to Winona

Fall in love at first flight with your vacation to Winona 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 Winona on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Winona

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winona 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 GWO airport.

What is the cheapest month to fly to Winona?

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 Winona are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winona?

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 Winona.

What airport is best to fly into Winona?

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

How much are flights to Winona?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winona on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $352, 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 Winona?

The trick to saving a stack of cash on your flight to Winona? 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 $352 right now, why wait?

Winona Flight Information
Destination airport
Mid Delta Regional
Destination airport IATA code
GLH
Roundtrip price
$231

Last Minute Hotel Deals in Winona

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG

2.5 out of 5
413 SE Frontage Road Winona MS
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (713 reviews)
"Breakfast was fresh with many choices. Staff attentive and friendly."

Reviewed on May 20, 2026

Holiday Inn Express and Suites Winona North by IHG
Americas Best Value Inn Winona

Americas Best Value Inn Winona

2 out of 5
301 SE Frontage Road Winona MS
Book a stay at this business-friendly motel in Winona. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
8/10 Very Good! (491 reviews)
"The staff was very helpful and provided excellent customer service. Room was clean and all aspects of the room were properly functioning. Price was relatively affordable. If you need a place to sleep while traveling this is a good choice. I stayed one night here for work."

Reviewed on May 18, 2026

Americas Best Value Inn Winona
Relax Inn & Suites

Relax Inn & Suites

2 out of 5
328 US-82 Winona MS
Stay at this motel in Winona. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Winona - Montgomery County Library and Montgomery ...
Relax Inn & Suites
SureStay Plus Hotel by Best Western Greenwood

SureStay Plus Hotel by Best Western Greenwood

2.5 out of 5
635 Highway 82 W Greenwood MS
Book a stay at this business-friendly hotel in Greenwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (733 reviews)
"Didn’t eat it. Woke up late."

Reviewed on May 17, 2026

SureStay Plus Hotel by Best Western Greenwood
OYO Hotel Grenada West

OYO Hotel Grenada West

2 out of 5
1451 Sunset Drive Grenada MS
Stay at this hotel in Grenada. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Butler Hill Park and Bledsoe Park are located ...
6.6/10 (401 reviews)
"This is my second stay at Oyo Motel. It's perfectly located and convenient to everything. The rooms are very attractive, clean, and the bedding is comfortable. I had everything I needed for my 5-day stay. And parking is ample. A special note is that Ronnie, who is at the front desk day and night, ..."

Reviewed on May 19, 2026

OYO Hotel Grenada West
Holiday Inn Express & Suites Grenada by IHG

Holiday Inn Express & Suites Grenada by IHG

2.5 out of 5
1540 Sunset Dr Grenada MS
Book a stay at this business-friendly hotel in Grenada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (591 reviews)
"Elevator was out . Went to check in at 3 pm ( check in time) Room was not available. Since staff had to use stairs. When I asked did they have estimate time my room would be available said no. Staff was on 2 nd floor and was cleaning room 212 and they said my room was 224.Finally got checked in at ..."

Reviewed on May 17, 2026

Holiday Inn Express & Suites Grenada by IHG
Motel 6 Greenwood, MS

Motel 6 Greenwood, MS

2 out of 5
401 Highway 82 W Greenwood MS
Stay at this motel in Greenwood. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whittington Park and City Park are located ...
7.6/10 Good! (180 reviews)
"It was decent and acceptable"

Reviewed on May 10, 2026

Motel 6 Greenwood, MS
Baymont by Wyndham Grenada

Baymont by Wyndham Grenada

2.5 out of 5
1575 Jamison Drive Grenada MS
Book a stay at this business-friendly hotel in Grenada. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Butler Hill Park and Bledsoe ...
6.2/10 (689 reviews)
"Nice place, easy parking."

Reviewed on May 3, 2026

Baymont by Wyndham Grenada
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.