Search Cheap Flights to
Winona

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winona Flights as Low as $275

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

Delta
Tue, Mar 11 - Wed, Mar 12
MCO
Orlando Intl.
JAN
Evers Intl.
$275 Roundtrip, found 3 days ago
$275
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Mar 11 from Orlando Intl. to Evers Intl., returning Wed, Mar 12, priced at $275 found 3 days ago
Delta
Tue, Mar 4 - Tue, Mar 11
MCO
Orlando Intl.
JAN
Evers Intl.
$289 Roundtrip, found 21 hours ago
$289
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Mar 4 from Orlando Intl. to Evers Intl., returning Tue, Mar 11, priced at $289 found 21 hours ago
Delta
Wed, Mar 12 - Wed, Mar 12
MCO
Orlando Intl.
JAN
Evers Intl.
$307 Roundtrip, found 3 days ago
$307
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Mar 12 from Orlando Intl. to Evers Intl., returning Wed, Mar 12, priced at $307 found 3 days ago
Delta
Tue, Mar 11 - Thu, Mar 13
MCO
Orlando Intl.
JAN
Evers Intl.
$312 Roundtrip, found 3 days ago
$312
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Mar 11 from Orlando Intl. to Evers Intl., returning Thu, Mar 13, priced at $312 found 3 days ago
American Airlines
Wed, Mar 12 - Sat, Mar 15
MCO
Orlando Intl.
JAN
Evers Intl.
$317 Roundtrip, found 3 days ago
$317
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Mar 12 from Orlando Intl. to Evers Intl., returning Sat, Mar 15, priced at $317 found 3 days ago
Delta
Tue, Mar 4 - Mon, Mar 10
MCO
Orlando Intl.
JAN
Evers Intl.
$319 Roundtrip, found 21 hours ago
$319
Roundtrip
found 21 hours ago
Select Delta flight, departing Tue, Mar 4 from Orlando Intl. to Evers Intl., returning Mon, Mar 10, priced at $319 found 21 hours ago
American Airlines
Wed, Feb 5 - Wed, Feb 12
PDX
Portland Intl.
JAN
Evers Intl.
$333 Roundtrip, found 1 day ago
$333
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Feb 5 from Portland Intl. to Evers Intl., returning Wed, Feb 12, priced at $333 found 1 day ago
United
Wed, Feb 5 - Wed, Feb 12
PDX
Portland Intl.
JAN
Evers Intl.
$338 Roundtrip, found 1 day ago
$338
Roundtrip
found 1 day ago
Select United flight, departing Wed, Feb 5 from Portland Intl. to Evers Intl., returning Wed, Feb 12, priced at $338 found 1 day ago
Delta
Tue, Feb 4 - Sat, Feb 15
PDX
Portland Intl.
JAN
Evers Intl.
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 4 from Portland Intl. to Evers Intl., returning Sat, Feb 15, priced at $343 found 1 day ago
United
Wed, Feb 5 - Wed, Feb 12
PDX
Portland Intl.
JAN
Evers Intl.
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select United flight, departing Wed, Feb 5 from Portland Intl. to Evers Intl., returning Wed, Feb 12, priced at $343 found 1 day ago
Delta
Thu, Mar 6 - Sun, Mar 9
MCO
Orlando Intl.
JAN
Evers Intl.
$349 Roundtrip, found 15 hours ago
$349
Roundtrip
found 15 hours ago
Select Delta flight, departing Thu, Mar 6 from Orlando Intl. to Evers Intl., returning Sun, Mar 9, priced at $349 found 15 hours ago
Delta
Wed, Mar 12 - Sat, Mar 15
MCO
Orlando Intl.
JAN
Evers Intl.
$349 Roundtrip, found 3 days ago
$349
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Mar 12 from Orlando Intl. to Evers Intl., returning Sat, Mar 15, priced at $349 found 3 days ago
Delta
Sat, Mar 8 - Tue, Mar 11
MCO
Orlando Intl.
JAN
Evers Intl.
$351 Roundtrip, found 21 hours ago
$351
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Mar 8 from Orlando Intl. to Evers Intl., returning Tue, Mar 11, priced at $351 found 21 hours ago
Alaska Airlines
Wed, Jan 22 - Sat, Feb 1
PDX
Portland Intl.
GLH
Mid Delta Regional
$355 Roundtrip, found 4 days ago
$355
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Jan 22 from Portland Intl. to Mid Delta Regional, returning Sat, Feb 1, priced at $355 found 4 days ago
Delta
Tue, Mar 4 - Tue, Mar 11
MCO
Orlando Intl.
GTR
Golden Triangle Regional
$394 Roundtrip, found 3 days ago
$394
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Mar 4 from Orlando Intl. to Golden Triangle Regional, returning Tue, Mar 11, priced at $394 found 3 days ago
American Airlines
Sun, Sep 21 - Mon, Oct 6
COS
Colorado Springs
JAN
Evers Intl.
$444 Roundtrip, found 1 day ago
$444
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Sep 21 from Colorado Springs to Evers Intl., returning Mon, Oct 6, priced at $444 found 1 day ago

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 March, 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 $275, 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 $275 right now, why wait?

Winona Flight Information
Destination airport
Evers Intl.
Destination airport IATA code
JAN
Roundtrip price
$274

Last Minute Hotel Deals in Winona

Holiday Inn Express and Suites Winona North, an IHG Hotel
Holiday Inn Express and Suites Winona North, an IHG Hotel
2.5 out of 5
413 SE Frontage Road, Winona, MS
The price is $125 per night from Jan 28 to Jan 29
$125
includes taxes & fees
Jan 28 - Jan 29
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! (585 reviews)
"The edges of my sink moldy or dirty. A seam in the carpet was frayed. The toilet was slightly dirty. There was some sort of debris under the chair. A few spots on the walls, particularly in the bathroom, were in need of touch ups. All of these are small complaints so nothing major. Good job ..."

Reviewed on Jan 3, 2025

Holiday Inn Express and Suites Winona North, an IHG Hotel
Americas Best Value Inn Winona
Americas Best Value Inn Winona
2 out of 5
301 SE Frontage Road, Winona, MS
The price is $92 per night from Jan 12 to Jan 13
$92
includes taxes & fees
Jan 12 - Jan 13
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! (373 reviews)
"i did like the fact it was cold outside and they had already turned on the heat. i didn't like the stained sofa in the room. water has to run 10 minutes before getting hott. overall nice area and staff. would recommend for future family stays"

Reviewed on Dec 4, 2024

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 Montgomery County Performing Arts Center and Winona ...
5.6/10 (39 reviews)
"Enjoyed my stay!"

Reviewed on Dec 9, 2024

Get rates
Relax Inn & Suites
Comfort Inn & Suites Grenada
Comfort Inn & Suites Grenada
2.5 out of 5
255 Sw Frontage Rd, Grenada, MS
The price is $109 per night from Jan 31 to Feb 1
$109
includes taxes & fees
Jan 31 - Feb 1
Book a stay at this business-friendly hotel in Grenada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (657 reviews)
"Nice staff"

Reviewed on Jan 7, 2025

Comfort Inn & Suites Grenada
OYO Hotel Grenada West
OYO Hotel Grenada West
2 out of 5
1451 Sunset Drive, Grenada, MS
The price is $86 per night from Jan 12 to Jan 13
$86
includes taxes & fees
Jan 12 - Jan 13
Stay at this hotel in Grenada. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Bledsoe Park and Grenada Country Club are located ...
6.4/10 (307 reviews)
"Great place to stay"

Reviewed on Jan 4, 2025

OYO Hotel Grenada West
Hampton Inn & Suites Grenada
Hampton Inn & Suites Grenada
2.5 out of 5
1545 Jameson Dr, Grenada, MS
The price is $142 per night from Jan 12 to Jan 13
$142
includes taxes & fees
Jan 12 - Jan 13
Stay at this hotel in Grenada. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (612 reviews)
Satisfied stay!
"We enjoyed our stay! I think the beds are a tad uncomfortable and some of the furniture needs repair/updates. Overall pleased!"

Reviewed on Dec 27, 2024

Hampton Inn & Suites Grenada
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
The price is $132 per night from Jan 13 to Jan 14
$132
includes taxes & fees
Jan 13 - Jan 14
Book a stay at this business-friendly hotel in Greenwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8/10 Very Good! (608 reviews)
Great place
"This place is top tier for the money! It even has an indoor/outdoor pool and jacuzzi! The breakfast was plentiful and yummy. Would definitely stay again😎"

Reviewed on Dec 31, 2024

SureStay Plus Hotel by Best Western Greenwood
Holiday Inn Express & Suites Grenada, an IHG Hotel
Holiday Inn Express & Suites Grenada, an IHG Hotel
2.5 out of 5
1540 Sunset Dr, Grenada, MS
The price is $124 per night from Feb 1 to Feb 2
$124
includes taxes & fees
Feb 1 - Feb 2
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! (468 reviews)
Nice hotel
"Check in was a mess. They charged my credit card even though I told her I had paid thru Hotels.com. Had not been resolved yet."

Reviewed on Jan 5, 2025

Holiday Inn Express & Suites Grenada, an IHG Hotel
See all 52 properties in Winona
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.