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 $198

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

KEY LIME AIR DBA DENVER AIR CONNECTION
Sat, May 30 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
GLH
Mid Delta Regional
$198 Roundtrip, found 8 hours ago
$198
Roundtrip
found 8 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sat, May 30 from Hartsfield-Jackson Atlanta Intl. to Mid Delta Regional, returning Wed, Jun 3, priced at $198 found 8 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, May 27 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
GLH
Mid Delta Regional
$203 Roundtrip, found 8 hours ago
$203
Roundtrip
found 8 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to Mid Delta Regional, returning Wed, Jun 3, priced at $203 found 8 hours ago
Delta
Tue, May 19 - Wed, May 27
BWI
Baltimore Washington Intl. Thurgood Marshall
JAN
Evers Intl.
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 19 from Baltimore Washington Intl. Thurgood Marshall to Evers Intl., returning Wed, May 27, priced at $222 found 3 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, May 31 - Sun, Jun 14
ATL
Hartsfield-Jackson Atlanta Intl.
GLH
Mid Delta Regional
$250 Roundtrip, found 4 days ago
$250
Roundtrip
found 4 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, May 31 from Hartsfield-Jackson Atlanta Intl. to Mid Delta Regional, returning Sun, Jun 14, priced at $250 found 4 days ago
American Airlines
Thu, May 28 - Tue, Jun 2
BWI
Baltimore Washington Intl. Thurgood Marshall
JAN
Evers Intl.
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, May 28 from Baltimore Washington Intl. Thurgood Marshall to Evers Intl., returning Tue, Jun 2, priced at $259 found 4 days ago
Delta
Tue, May 19 - Fri, May 29
BWI
Baltimore Washington Intl. Thurgood Marshall
JAN
Evers Intl.
$260 Roundtrip, found 5 days ago
$260
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, May 19 from Baltimore Washington Intl. Thurgood Marshall to Evers Intl., returning Fri, May 29, priced at $260 found 5 days ago
United
Tue, May 19 - Wed, May 27
BWI
Baltimore Washington Intl. Thurgood Marshall
JAN
Evers Intl.
$263 Roundtrip, found 3 days ago
$263
Roundtrip
found 3 days ago
Select United flight, departing Tue, May 19 from Baltimore Washington Intl. Thurgood Marshall to Evers Intl., returning Wed, May 27, priced at $263 found 3 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, May 3 - Mon, May 4
ATL
Hartsfield-Jackson Atlanta Intl.
GLH
Mid Delta Regional
$271 Roundtrip, found 2 days ago
$271
Roundtrip
found 2 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, May 3 from Hartsfield-Jackson Atlanta Intl. to Mid Delta Regional, returning Mon, May 4, priced at $271 found 2 days ago
Delta
Tue, Jun 16 - Sat, Jun 20
ATL
Hartsfield-Jackson Atlanta Intl.
GTR
Golden Triangle Regional
$289 Roundtrip, found 15 hours ago
$289
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Jun 16 from Hartsfield-Jackson Atlanta Intl. to Golden Triangle Regional, returning Sat, Jun 20, priced at $289 found 15 hours ago
American Airlines
Thu, May 28 - Tue, Jun 2
BWI
Baltimore Washington Intl. Thurgood Marshall
JAN
Evers Intl.
$310 Roundtrip, found 4 days ago
$310
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, May 28 from Baltimore Washington Intl. Thurgood Marshall to Evers Intl., returning Tue, Jun 2, priced at $310 found 4 days ago
United
Wed, May 20 - Thu, May 28
BWI
Baltimore Washington Intl. Thurgood Marshall
JAN
Evers Intl.
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Select United flight, departing Wed, May 20 from Baltimore Washington Intl. Thurgood Marshall to Evers Intl., returning Thu, May 28, priced at $321 found 5 days ago
Bargain Flight
Tue, Jul 28 - Tue, Aug 11
ATL
Hartsfield-Jackson Atlanta Intl.
JAN
Evers Intl.
$324 Roundtrip, found 23 hours ago
$324
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Tue, Jul 28 from Hartsfield-Jackson Atlanta Intl. to Evers Intl., returning Tue, Aug 11, priced at $324 found 23 hours ago
Delta
Tue, Jun 30 - Tue, Jul 14
BWI
Baltimore Washington Intl. Thurgood Marshall
GTR
Golden Triangle Regional
$383 Roundtrip, found 13 hours ago
$383
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jun 30 from Baltimore Washington Intl. Thurgood Marshall to Golden Triangle Regional, returning Tue, Jul 14, priced at $383 found 13 hours ago
Delta
Tue, May 19 - Tue, May 26
SMF
Sacramento Intl.
JAN
Evers Intl.
$396 Roundtrip, found 5 days ago
$396
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, May 19 from Sacramento Intl. to Evers Intl., returning Tue, May 26, priced at $396 found 5 days ago
American Airlines
Sat, May 9 - Tue, May 12
ATL
Hartsfield-Jackson Atlanta Intl.
TUP
Tupelo Regional
$425 Roundtrip, found 5 days ago
$425
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, May 9 from Hartsfield-Jackson Atlanta Intl. to Tupelo Regional, returning Tue, May 12, priced at $425 found 5 days ago
Delta
Mon, May 18 - Sat, May 30
SMF
Sacramento Intl.
GTR
Golden Triangle Regional
$502 Roundtrip, found 6 hours ago
$502
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, May 18 from Sacramento Intl. to Golden Triangle Regional, returning Sat, May 30, priced at $502 found 6 hours 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 May, 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 15 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 $198, 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 $198 right now, why wait?

Winona Flight Information
Destination airport
Mid Delta Regional
Destination airport IATA code
GLH
Roundtrip price
$198

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! (703 reviews)
Clean but dated room. Bathtub stained. Carpet filthy. Couch needs to be thrown away EXPEDITIOUSLY! Guy at the desk has a nasty attitude. Side eyes you as if to judge you. Ion like that.

Reviewed on Apr 9, 2026

Get rates
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! (482 reviews)
We were in the second floor but we could park right under our door number. The clerk wasn’t very helpful. But other guests were and were able to answer my questions. It was not quiet at night. People were talking loadly after midnight

Reviewed on Apr 22, 2026

Get rates
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 ...
6/10 (56 reviews)
It was cheap. They were friendly.

Reviewed on Apr 10, 2026

Get rates
Relax Inn & Suites
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! (586 reviews)
The room was lovely! Breakfast was the expected Holiday Inn Express fare, but everything was fresh and the attendant was constantly refilling items as they were taken.

Reviewed on Apr 21, 2026

Get rates
Holiday Inn Express & Suites Grenada by IHG
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 (395 reviews)
Great for price. Front desk was truly awesome. Great personality and he made sure we had everything we needed. Thanks for the great hospitality. 😍

Reviewed on Apr 10, 2026

Get rates
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! (176 reviews)
Noisy

Reviewed on Apr 11, 2026

Get rates
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 (686 reviews)
Yes, parking was simple and easy to use.

Reviewed on Apr 25, 2026

Get rates
Baymont by Wyndham 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
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! (726 reviews)
Great stay

Reviewed on Apr 8, 2026

Get rates
SureStay Plus Hotel by Best Western Greenwood
See all 83 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.