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Winner

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Winner Flights as Low as $304

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Cheap Flights to Winner

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

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

Frequently Asked Questions About flights to Winner

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

What is the cheapest month to fly to Winner?

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 Winner are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winner?

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 Winner.

What airport is best to fly into Winner?

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

How much are flights to Winner?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winner on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $304, 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 Winner?

The trick to saving a stack of cash on your flight to Winner? 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 $304 right now, why wait?

Winner Flight Information
Destination airport
Pierre Regional
Destination airport IATA code
PIR
Roundtrip price
$303

Last Minute Hotel Deals in Winner

Holiday Inn Express & Suites Winner by IHG

Holiday Inn Express & Suites Winner by IHG

2.5 out of 5
1360 E Highway 44 Winner SD
Book a stay at this business-friendly hotel in Winner. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (358 reviews)
We got in at 9 o’clock that night and got up at 5:30 the next morning to go turkey hunt so I really didn’t get to experience a lot

Reviewed on Apr 19, 2026

Holiday Inn Express & Suites Winner by IHG
Super 8 by Wyndham Winner SD

Super 8 by Wyndham Winner SD

2 out of 5
902 E Highway 44 Winner SD
Stay at this motel in Winner. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tripp County Veteran’s Memorial and Winner City Pool are ...
7.8/10 Good! (330 reviews)
Room was clean and inviting. We didnt stay for breakfast as this was just a quick stay.

Reviewed on Apr 21, 2026

Super 8 by Wyndham Winner SD
Warrior INN

Warrior INN

2 out of 5
845 SD-44 Winner SD
Stay at this motel in Winner. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Tripp County Veteran’s Memorial and Winner City Pool ...
6/10 (10 reviews)
Room was clean. Very cold. Had the heat turned up as far as it would go. Laminate floors cold too. Tv quit working. Outside security doors unlocked. No coffee machine or iron. Pretty basic.

Reviewed on Jan 25, 2026

Warrior INN
Knights Inn Winner

Knights Inn Winner

1.5 out of 5
845 E. Highway 44 Winner SD
Stay at this motel in Winner. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Tripp County Veteran’s Memorial and Winner City Pool ...
5.2/10 (76 reviews)
Not worth a second stop.
The staff was very friendly, but didn’t make up for the hotel. The most images online are fake and not what it really looks like. There was no sign outside annd the place looked closed. Most of the rooms were under renovation. One of our rooms did not have a chain lock or deadbolt and the shower ...

Reviewed on Jul 1, 2025

Knights Inn Winner
Trade Winds Motel

Trade Winds Motel

2.5 out of 5
1009 E. Hwy 20 Valentine NE
Book a stay at this business-friendly motel in Valentine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,001 reviews)
The bed was very comfortable. The room was clean, nicely, arranged, comfortable furniture. It was a nice room to stay in. The only downside that I experienced was the toilet kept running and had a probably a bad flapper valve. It was easy to just shut the water off to avoid the issue and I mentioned ...

Reviewed on May 1, 2026

Trade Winds Motel
Harmony Inn & Suites

Harmony Inn & Suites

2 out of 5
304 E Highway 20 Valentine NE
Book a stay at this business-friendly motel in Valentine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (512 reviews)
Great all around, they have made a regular customer.

Reviewed on May 8, 2026

Harmony Inn & Suites
The Niobrara Lodge

The Niobrara Lodge

2.5 out of 5
803 East Highway #20 Valentine NE
Book a stay at this spa hotel in Valentine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (655 reviews)
Room was clean, breakfast was great and the staff was super friendly ! Will come back.

Reviewed on Apr 15, 2026

The Niobrara Lodge
Comfort Inn Valentine

Comfort Inn Valentine

2.5 out of 5
101 S Main St Valentine NE
Stay at this hotel in Valentine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Trailhead ...
8.6/10 Excellent! (481 reviews)
Budget friendly, clean room, great staff!

Reviewed on May 3, 2026

Comfort Inn Valentine
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.