Search Cheap Flights to
Middletown

Photo by Shannon Willitts

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Middletown Flights as Low as $382

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

Alaska Airlines
Sat, Oct 25 - Tue, Oct 28
TUS
Tucson Intl.
STS
Sonoma County
$382 Roundtrip, found 13 hours ago
$382
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Sat, Oct 25 from Tucson Intl. to Sonoma County, returning Tue, Oct 28, priced at $382 found 13 hours ago
Hawaiian Airlines
Fri, Oct 24 - Tue, Oct 28
TUS
Tucson Intl.
STS
Sonoma County
$392 Roundtrip, found 13 hours ago
$392
Roundtrip
found 13 hours ago
Select Hawaiian Airlines flight, departing Fri, Oct 24 from Tucson Intl. to Sonoma County, returning Tue, Oct 28, priced at $392 found 13 hours ago
Alaska Airlines
Sat, Oct 25 - Mon, Oct 27
TUS
Tucson Intl.
STS
Sonoma County
$402 Roundtrip, found 13 hours ago
$402
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Sat, Oct 25 from Tucson Intl. to Sonoma County, returning Mon, Oct 27, priced at $402 found 13 hours ago
Hawaiian Airlines
Tue, Oct 28 - Tue, Nov 4
MCO
Orlando Intl.
STS
Sonoma County
$410 Roundtrip, found 21 hours ago
$410
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Tue, Oct 28 from Orlando Intl. to Sonoma County, returning Tue, Nov 4, priced at $410 found 21 hours ago
Hawaiian Airlines
Fri, Oct 24 - Mon, Oct 27
TUS
Tucson Intl.
STS
Sonoma County
$412 Roundtrip, found 13 hours ago
$412
Roundtrip
found 13 hours ago
Select Hawaiian Airlines flight, departing Fri, Oct 24 from Tucson Intl. to Sonoma County, returning Mon, Oct 27, priced at $412 found 13 hours ago
Hawaiian Airlines
Mon, Oct 20 - Mon, Oct 27
TUS
Tucson Intl.
STS
Sonoma County
$422 Roundtrip, found 13 hours ago
$422
Roundtrip
found 13 hours ago
Select Hawaiian Airlines flight, departing Mon, Oct 20 from Tucson Intl. to Sonoma County, returning Mon, Oct 27, priced at $422 found 13 hours ago
Alaska Airlines
Mon, Oct 27 - Wed, Oct 29
TUS
Tucson Intl.
STS
Sonoma County
$432 Roundtrip, found 13 hours ago
$432
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Mon, Oct 27 from Tucson Intl. to Sonoma County, returning Wed, Oct 29, priced at $432 found 13 hours ago
Hawaiian Airlines
Wed, Oct 29 - Mon, Nov 3
MCO
Orlando Intl.
STS
Sonoma County
$435 Roundtrip, found 21 hours ago
$435
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Wed, Oct 29 from Orlando Intl. to Sonoma County, returning Mon, Nov 3, priced at $435 found 21 hours ago
Bargain Flight
Thu, Oct 23 - Mon, Oct 27
TUS
Tucson Intl.
STS
Sonoma County
$439 Roundtrip, found 13 hours ago
$439
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Thu, Oct 23 from Tucson Intl. to Sonoma County, returning Mon, Oct 27, priced at $439 found 13 hours ago
Hawaiian Airlines
Mon, Oct 27 - Mon, Oct 27
TUS
Tucson Intl.
STS
Sonoma County
$442 Roundtrip, found 13 hours ago
$442
Roundtrip
found 13 hours ago
Select Hawaiian Airlines flight, departing Mon, Oct 27 from Tucson Intl. to Sonoma County, returning Mon, Oct 27, priced at $442 found 13 hours ago
Bargain Flight
Fri, Oct 24 - Tue, Oct 28
TUS
Tucson Intl.
STS
Sonoma County
$446 Roundtrip, found 13 hours ago
$446
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Fri, Oct 24 from Tucson Intl. to Sonoma County, returning Tue, Oct 28, priced at $446 found 13 hours ago
Alaska Airlines
Thu, Oct 23 - Mon, Oct 27
TUS
Tucson Intl.
STS
Sonoma County
$447 Roundtrip, found 13 hours ago
$447
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Thu, Oct 23 from Tucson Intl. to Sonoma County, returning Mon, Oct 27, priced at $447 found 13 hours ago
Alaska Airlines
Fri, Oct 24 - Tue, Oct 28
TUS
Tucson Intl.
STS
Sonoma County
$452 Roundtrip, found 13 hours ago
$452
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Fri, Oct 24 from Tucson Intl. to Sonoma County, returning Tue, Oct 28, priced at $452 found 13 hours ago
Alaska Airlines
Fri, Oct 24 - Tue, Oct 28
TUS
Tucson Intl.
STS
Sonoma County
$462 Roundtrip, found 13 hours ago
$462
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Fri, Oct 24 from Tucson Intl. to Sonoma County, returning Tue, Oct 28, priced at $462 found 13 hours ago
Hawaiian Airlines
Fri, Oct 31 - Tue, Nov 4
MCO
Orlando Intl.
STS
Sonoma County
$466 Roundtrip, found 21 hours ago
$466
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Fri, Oct 31 from Orlando Intl. to Sonoma County, returning Tue, Nov 4, priced at $466 found 21 hours ago
American Airlines
Fri, Oct 24 - Tue, Oct 28
TUS
Tucson Intl.
STS
Sonoma County
$579 Roundtrip, found 13 hours ago
$579
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Oct 24 from Tucson Intl. to Sonoma County, returning Tue, Oct 28, priced at $579 found 13 hours ago

Cheap Flights to Middletown

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

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

Frequently Asked Questions About flights to Middletown

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

What is the cheapest month to fly to Middletown?

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 Middletown are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middletown?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Middletown.

What airport is best to fly into Middletown?

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

How much are flights to Middletown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middletown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $382, 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 Middletown?

The trick to saving a stack of cash on your flight to Middletown? 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 $382 right now, why wait?

Middletown Flight Information
Destination airport
Sonoma County
Destination airport IATA code
STS
Roundtrip price
$382

Last Minute Hotel Deals in Middletown

The Sandman, Ascend Hotel Collection
The Sandman, Ascend Hotel Collection
3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
The price is $122 per night from May 19 to May 20
$122
includes taxes & fees
May 19 - May 20
Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the bar in our ...
8.2/10 Very Good! (2,062 reviews)
"Uu"

Reviewed on May 4, 2025

The Sandman, Ascend Hotel Collection
Hyatt Regency Sonoma Wine Country
Hyatt Regency Sonoma Wine Country
4 out of 5
170 Railroad Street, Santa Rosa, CA
The price is $162 per night from May 8 to May 9
$162
includes taxes & fees
May 8 - May 9
Stay at this 4-star hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,005 reviews)
"Room was very clean and quiet despite its convenient location next to the freeway. Many dining options within walking distance. Good value."

Reviewed on May 2, 2025

Hyatt Regency Sonoma Wine Country
Flamingo Resort & Spa
Flamingo Resort & Spa
4 out of 5
2777 4th St, Santa Rosa, CA
The price is $177 per night from May 28 to May 29
$177
includes taxes & fees
May 28 - May 29
Stay at this 4-star spa hotel in Santa Rosa. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,003 reviews)
good location
"great front desk staff but house keeping was sub par, we had to ask for everything, coffee for the morning, robes and room cleaning, nothing was offered or anticipated by them. hot tub was murky with out of control jets (shooting air not water) and way to many children/family groups monopolizing ..."

Reviewed on May 1, 2025

Flamingo Resort & Spa
Holiday Inn Windsor Wine Country by IHG
Holiday Inn Windsor Wine Country by IHG
3 out of 5
8755 Old Redwood Hwy, Windsor, CA
The price is $127 per night from May 11 to May 12
$127
includes taxes & fees
May 11 - May 12
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (988 reviews)
"My go to hotel in Windsor. Affordable and pleasant"

Reviewed on May 3, 2025

Holiday Inn Windsor Wine Country by IHG
Solage, Auberge Resorts Collection
Solage, Auberge Resorts Collection
5 out of 5
755 Silverado Trl, Calistoga, CA
The price is $1,112 per night from May 12 to May 13
$1,112
includes taxes & fees
May 12 - May 13
Stay at this 5-star luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (639 reviews)
A place to Remember…
"Nothing but exceptional service and people! Do not miss this unique experience with the best staff!! The good service, atmosphere, facilities are just amazing! Don't miss the mud slide …"

Reviewed on May 1, 2025

Solage, Auberge Resorts Collection
Hotel La Rose
Hotel La Rose
3.5 out of 5
308 Wilson Street, Santa Rosa, CA
The price is $140 per night from May 19 to May 20
$140
includes taxes & fees
May 19 - May 20
Stay at this 3.5-star historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,203 reviews)
"I love older hotels with character. My room was lrge and spacious. Great location with a walking trail and public transit. Lots of good restaurants close by, including the best ever: Grossmans! The pillows, however were awful and should be replaced."

Reviewed on May 5, 2025

Hotel La Rose
Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel
Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel
4 out of 5
1880 Lincoln Avenue, Calistoga, CA
The price is $258 per night from May 11 to May 12
$258
includes taxes & fees
May 11 - May 12
Stay at this 4-star spa hotel in Calistoga. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (238 reviews)
Should tear down old motel rooms
"Love the spa, mineral pools. Restaurant is good. Quiet area. However, do not stay in the 100 or 200 (and maybe 300) level rooms: these seem to be refurbished structures form the original motel: paper thin walls, creaky floors, some trace o0f cigarette smoke from the years gone by. Insist on 400 or ..."

Reviewed on Apr 29, 2025

Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel
UpValley Inn & Hot Springs, Ascend Hotel Collection
UpValley Inn & Hot Springs, Ascend Hotel Collection
3 out of 5
1865 Lincoln Avenue, Calistoga, CA
The price is $182 per night from May 28 to May 29
$182
includes taxes & fees
May 28 - May 29
Stay at this 3-star business-friendly hotel in Calistoga. Enjoy free WiFi, free parking, and hot springs on site. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (858 reviews)
"Lovely good vibes"

Reviewed on May 1, 2025

UpValley Inn & Hot Springs, Ascend Hotel Collection
See all 1,447 properties in Middletown
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.