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Winchester

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Winchester Flights as Low as $240

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

Frontier Airlines
Sun, Feb 23 - Mon, Mar 3
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$240 Roundtrip, found 3 days ago
$240
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Feb 23 from O'Hare Intl. to Palm Springs Intl., returning Mon, Mar 3, priced at $240 found 3 days ago
Frontier Airlines
Sat, Feb 22 - Mon, Mar 3
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$290 Roundtrip, found 3 days ago
$290
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Feb 22 from O'Hare Intl. to Palm Springs Intl., returning Mon, Mar 3, priced at $290 found 3 days ago
Frontier Airlines
Sun, Feb 23 - Fri, Feb 28
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$330 Roundtrip, found 1 day ago
$330
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Feb 23 from O'Hare Intl. to Palm Springs Intl., returning Fri, Feb 28, priced at $330 found 1 day ago
Frontier Airlines
Sun, Feb 23 - Mon, Feb 24
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$350 Roundtrip, found 1 day ago
$350
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Feb 23 from O'Hare Intl. to Palm Springs Intl., returning Mon, Feb 24, priced at $350 found 1 day ago
Frontier Airlines
Sat, Feb 22 - Mon, Feb 24
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$370 Roundtrip, found 3 days ago
$370
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Feb 22 from O'Hare Intl. to Palm Springs Intl., returning Mon, Feb 24, priced at $370 found 3 days ago
Frontier Airlines
Sat, Feb 22 - Fri, Feb 28
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$380 Roundtrip, found 3 days ago
$380
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Feb 22 from O'Hare Intl. to Palm Springs Intl., returning Fri, Feb 28, priced at $380 found 3 days ago
American Airlines
Fri, Mar 21 - Mon, Mar 24
ORD
O'Hare Intl.
CLD
McClellan-Palomar
$401 Roundtrip, found 1 day ago
$401
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Mar 21 from O'Hare Intl. to McClellan-Palomar, returning Mon, Mar 24, priced at $401 found 1 day ago
American Airlines
Thu, Apr 10 - Mon, Apr 14
ORD
O'Hare Intl.
CLD
McClellan-Palomar
$404 Roundtrip, found 3 days ago
$404
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Apr 10 from O'Hare Intl. to McClellan-Palomar, returning Mon, Apr 14, priced at $404 found 3 days ago
American Airlines
Fri, Mar 21 - Mon, Mar 24
ORD
O'Hare Intl.
CLD
McClellan-Palomar
$428 Roundtrip, found 1 day ago
$428
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Mar 21 from O'Hare Intl. to McClellan-Palomar, returning Mon, Mar 24, priced at $428 found 1 day ago
American Airlines
Fri, Mar 21 - Mon, Mar 24
ORD
O'Hare Intl.
CLD
McClellan-Palomar
$437 Roundtrip, found 1 day ago
$437
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Mar 21 from O'Hare Intl. to McClellan-Palomar, returning Mon, Mar 24, priced at $437 found 1 day ago
American Airlines
Sat, Mar 8 - Wed, Mar 12
CMH
John Glenn Columbus Intl.
CLD
McClellan-Palomar
$469 Roundtrip, found 1 day ago
$469
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Mar 8 from John Glenn Columbus Intl. to McClellan-Palomar, returning Wed, Mar 12, priced at $469 found 1 day ago
Hawaiian Airlines
Tue, Feb 25 - Fri, Feb 28
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$515 Roundtrip, found 3 days ago
$515
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Feb 25 from O'Hare Intl. to Palm Springs Intl., returning Fri, Feb 28, priced at $515 found 3 days ago
American Airlines
Fri, Apr 25 - Tue, Apr 29
PHF
Newport News - Williamsburg Intl.
CLD
McClellan-Palomar
$517 Roundtrip, found 1 day ago
$517
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Apr 25 from Newport News - Williamsburg Intl. to McClellan-Palomar, returning Tue, Apr 29, priced at $517 found 1 day ago
Delta
Tue, Feb 25 - Mon, Mar 3
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$525 Roundtrip, found 3 days ago
$525
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Feb 25 from O'Hare Intl. to Palm Springs Intl., returning Mon, Mar 3, priced at $525 found 3 days ago
Alaska Airlines
Tue, Feb 25 - Thu, Feb 27
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$534 Roundtrip, found 3 days ago
$534
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Feb 25 from O'Hare Intl. to Palm Springs Intl., returning Thu, Feb 27, priced at $534 found 3 days ago
United
Sat, Feb 22 - Fri, Feb 28
ORD
O'Hare Intl.
PSP
Palm Springs Intl.
$739 Roundtrip, found 3 days ago
$739
Roundtrip
found 3 days ago
Select United flight, departing Sat, Feb 22 from O'Hare Intl. to Palm Springs Intl., returning Fri, Feb 28, priced at $739 found 3 days ago

Cheap Flights to Winchester

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

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

Frequently Asked Questions About flights to Winchester

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

What is the cheapest month to fly to Winchester?

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 Winchester are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchester?

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 Winchester.

What airport is best to fly into Winchester?

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

How much are flights to Winchester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $240, 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 Winchester?

The trick to saving a stack of cash on your flight to Winchester? 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 $240 right now, why wait?

Winchester Flight Information
Destination airport
Palm Springs Intl.
Destination airport IATA code
PSP
Roundtrip price
$88

Last Minute Hotel Deals in Winchester

Pala Casino Spa And Resort
Pala Casino Spa And Resort
4 out of 5
11154 Highway 76, Pala, CA
The price is $160 per night from Feb 24 to Feb 25
$160
includes taxes & fees
Feb 24 - Feb 25
Stay at this 4-star hotel in Pala. Enjoy an outdoor pool, a casino, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,873 reviews)
"Room was very roomy and updated. Was very reasonable for the cost. Outdoor back area was very pretty"

Reviewed on Feb 18, 2025

Pala Casino Spa And Resort
Signature Temecula
Signature Temecula
3 out of 5
28980 Old Town Front St., Temecula, CA
The price is $84 per night from Feb 27 to Feb 28
$84
includes taxes & fees
Feb 27 - Feb 28
Book a stay at this business-friendly hotel in Temecula. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,417 reviews)
"Exceptional evening staff."

Reviewed on Feb 19, 2025

Signature Temecula
Tahquitz Pines Retreat
Tahquitz Pines Retreat
2 out of 5
55251 S. Circle Dr, Idyllwild, CA
The price is $103 per night from Feb 23 to Feb 24
$103
includes taxes & fees
Feb 23 - Feb 24
Stay at this hotel in Idyllwild. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.6/10 Exceptional! (778 reviews)
"This is a really fun, campy place. You get the feeling of being a kid at a retreat. It would be great for families, as they have a lot of activities. The restaurant, on site, is great. Just remember, this place was originally built a long time ago and the rooms have zero noise buffering. But you ..."

Reviewed on Feb 17, 2025

Tahquitz Pines Retreat
Hotel Xola
Hotel Xola
2.5 out of 5
24630 Sunnymead Boulevard, Moreno Valley, CA
The price is $79 per night from Feb 26 to Feb 27
$79
includes taxes & fees
Feb 26 - Feb 27
Book a stay at this business-friendly hotel in Moreno Valley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (847 reviews)
"Good value"

Reviewed on Feb 19, 2025

Hotel Xola
Hilton Garden Inn Temecula, CA
Hilton Garden Inn Temecula, CA
4 out of 5
28210 Jefferson Ave., Temecula, CA
The price is $109 per night from Feb 23 to Feb 24
$109
includes taxes & fees
Feb 23 - Feb 24
Stay at this 4-star business-friendly hotel in Temecula. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful ...
8.6/10 Excellent! (1,366 reviews)
"Very nice place to stay at the hotel. Friendly service!!!"

Reviewed on Feb 18, 2025

Hilton Garden Inn Temecula, CA
Soboba Casino Resort
Soboba Casino Resort
3.5 out of 5
22777 Soboba Road, San Jacinto, CA
The price is $153 per night from Feb 24 to Feb 25
$153
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3.5-star golf hotel in San Jacinto. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our ...
9.4/10 Exceptional! (1,175 reviews)
Friendly Staff
"Excellent service and friendly staff. Shelbie was a great help. Everyone working there from the front desk to landscaping was very friendly."

Reviewed on Feb 20, 2025

Soboba Casino Resort
Embassy Suites by Hilton Temecula Valley Wine Country
Embassy Suites by Hilton Temecula Valley Wine Country
3.5 out of 5
29345 Rancho California Road, Temecula, CA
The price is $116 per night from Mar 10 to Mar 11
$116
includes taxes & fees
Mar 10 - Mar 11
Book a stay at this business-friendly hotel in Temecula. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,000 reviews)
"Nothing unique"

Reviewed on Feb 18, 2025

Embassy Suites by Hilton Temecula Valley Wine Country
Pala Mesa Golf Resort
Pala Mesa Golf Resort
3.5 out of 5
2001 Old Highway 395, Fallbrook, CA
The price is $130 per night from Feb 24 to Feb 25
$130
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3.5-star golf hotel in Fallbrook. Enjoy a golf course, a 24-hour front desk, and 9 meeting rooms. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (408 reviews)
😃
"Lovely peaceful place! I’d like to come back when it’s warmer and the pool is redone."

Reviewed on Feb 18, 2025

Pala Mesa Golf Resort
See all 1,488 properties in Winchester
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.