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Winona

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Winona Flights as Low as $294

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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 November, 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 $294, 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 $294 right now, why wait?

Winona Flight Information
Destination airport
Evers Intl.
Destination airport IATA code
JAN
Roundtrip price
$258

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! (719 reviews)
"The property needs updated. Also, the shower curtain was missing a liner and the water from the shower got all over the floor."

Reviewed on Jun 13, 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! (500 reviews)
"I know I paid for a smoking room but it was awful smelling. They could used some kind of spray or freshener. Bed cover had burn holes."

Reviewed on Jun 15, 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 ...
5.8/10 (62 reviews)
"The olace was just dirty. The beds were made but the dirty floors and the bugs made me wonder if they even changed the sheets or just made the bed. I would not recommend this place for anyone."

Reviewed on May 30, 2026

Relax Inn & Suites
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 (405 reviews)
"There were no light bulbs in 2 lamps in the bedroom. The microwave cord was too short to plug in so I had to move it closer and once plugged in you can’t open it."

Reviewed on Jun 15, 2026

OYO Hotel Grenada West
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! (188 reviews)
"We had a great stay rooms were clean"

Reviewed on Jun 12, 2026

Motel 6 Greenwood, MS
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! (740 reviews)
"room"

Reviewed on May 27, 2026

SureStay Plus Hotel by Best Western Greenwood
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 (699 reviews)
"Floors were dirty, TV didn’t work and beds were very squeaky if you moved an inch."

Reviewed on Jun 13, 2026

Baymont by Wyndham Grenada
Econo Lodge Grenada

Econo Lodge Grenada

2 out of 5
1552 Sunset Dr Grenada MS
Book a stay at this business-friendly hotel in Grenada. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Butler Hill Park and Bledsoe Park ...
8/10 Very Good! (256 reviews)
"Staff saved the day when a booking next door was inaccessible due to broken elevator"

Reviewed on Jun 3, 2026

Econo Lodge 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.