Search Cheap Flights to
Middletown

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Middletown Flights as Low as $137

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

Hawaiian Airlines
Sat, Nov 1 - Tue, Nov 4
SNA
John Wayne
STS
Sonoma County
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Sat, Nov 1 from John Wayne to Sonoma County, returning Tue, Nov 4, priced at $137 found 5 days ago
Hawaiian Airlines
Tue, Nov 4 - Sat, Nov 15
SAN
San Diego Intl.
STS
Sonoma County
$137 Roundtrip, found 8 hours ago
$137
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Tue, Nov 4 from San Diego Intl. to Sonoma County, returning Sat, Nov 15, priced at $137 found 8 hours ago
Alaska Airlines
Wed, Sep 10 - Tue, Sep 23
SAN
San Diego Intl.
STS
Sonoma County
$140 Roundtrip, found 14 hours ago
$140
Roundtrip
found 14 hours ago
Select Alaska Airlines flight, departing Wed, Sep 10 from San Diego Intl. to Sonoma County, returning Tue, Sep 23, priced at $140 found 14 hours ago
Hawaiian Airlines
Tue, Nov 4 - Mon, Nov 17
SAN
San Diego Intl.
STS
Sonoma County
$147 Roundtrip, found 8 hours ago
$147
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Tue, Nov 4 from San Diego Intl. to Sonoma County, returning Mon, Nov 17, priced at $147 found 8 hours ago
Hawaiian Airlines
Tue, Nov 4 - Sun, Nov 16
SAN
San Diego Intl.
STS
Sonoma County
$157 Roundtrip, found 8 hours ago
$157
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Tue, Nov 4 from San Diego Intl. to Sonoma County, returning Sun, Nov 16, priced at $157 found 8 hours ago
Alaska Airlines
Wed, Sep 10 - Tue, Sep 23
SAN
San Diego Intl.
STS
Sonoma County
$160 Roundtrip, found 14 hours ago
$160
Roundtrip
found 14 hours ago
Select Alaska Airlines flight, departing Wed, Sep 10 from San Diego Intl. to Sonoma County, returning Tue, Sep 23, priced at $160 found 14 hours ago
American Airlines
Wed, Sep 10 - Tue, Sep 23
CLD
McClellan-Palomar
STS
Sonoma County
$161 Roundtrip, found 7 hours ago
$161
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Sep 10 from McClellan-Palomar to Sonoma County, returning Tue, Sep 23, priced at $161 found 7 hours ago
Hawaiian Airlines
Sat, Nov 8 - Mon, Nov 17
SAN
San Diego Intl.
STS
Sonoma County
$167 Roundtrip, found 8 hours ago
$167
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Sat, Nov 8 from San Diego Intl. to Sonoma County, returning Mon, Nov 17, priced at $167 found 8 hours ago
Alaska Airlines
Wed, Nov 5 - Tue, Nov 18
SAN
San Diego Intl.
STS
Sonoma County
$170 Roundtrip, found 8 hours ago
$170
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Wed, Nov 5 from San Diego Intl. to Sonoma County, returning Tue, Nov 18, priced at $170 found 8 hours ago
American Airlines
Wed, Sep 10 - Tue, Sep 23
SAN
San Diego Intl.
STS
Sonoma County
$175 Roundtrip, found 14 hours ago
$175
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Wed, Sep 10 from San Diego Intl. to Sonoma County, returning Tue, Sep 23, priced at $175 found 14 hours ago
Hawaiian Airlines
Sat, Nov 8 - Sun, Nov 16
SAN
San Diego Intl.
STS
Sonoma County
$177 Roundtrip, found 8 hours ago
$177
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Sat, Nov 8 from San Diego Intl. to Sonoma County, returning Sun, Nov 16, priced at $177 found 8 hours ago
Alaska Airlines
Wed, Sep 10 - Tue, Sep 23
SAN
San Diego Intl.
STS
Sonoma County
$181 Roundtrip, found 14 hours ago
$181
Roundtrip
found 14 hours ago
Select Alaska Airlines flight, departing Wed, Sep 10 from San Diego Intl. to Sonoma County, returning Tue, Sep 23, priced at $181 found 14 hours ago
Hawaiian Airlines
Tue, Oct 14 - Sun, Oct 26
SAN
San Diego Intl.
STS
Sonoma County
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, Oct 14 from San Diego Intl. to Sonoma County, returning Sun, Oct 26, priced at $182 found 2 days ago
American Airlines
Wed, Sep 24 - Tue, Sep 30
CLD
McClellan-Palomar
STS
Sonoma County
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 24 from McClellan-Palomar to Sonoma County, returning Tue, Sep 30, priced at $186 found 4 days ago
Hawaiian Airlines
Sat, Nov 1 - Sat, Nov 8
SNA
John Wayne
STS
Sonoma County
$187 Roundtrip, found 5 days ago
$187
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Sat, Nov 1 from John Wayne to Sonoma County, returning Sat, Nov 8, priced at $187 found 5 days ago
Hawaiian Airlines
Tue, Oct 7 - Sat, Oct 18
ATL
Hartsfield-Jackson Atlanta Intl.
STS
Sonoma County
$278 Roundtrip, found 2 days ago
$278
Roundtrip
found 2 days ago
Select Hawaiian Airlines flight, departing Tue, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Sonoma County, returning Sat, Oct 18, priced at $278 found 2 days 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 November, 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 16 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 $137, 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 $137 right now, why wait?

Middletown Flight Information
Destination airport
Sonoma County
Destination airport IATA code
STS
Roundtrip price
$137

Last Minute Hotel Deals in Middletown

Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street, Santa Rosa, CA
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 ...
8.2/10 Very Good! (1,000 reviews)
"Solid hotel with the quintessential/classic Hyatt Regency feel you’d expect. Friendly staff, clean facilities and rooms, and a great location. The only demerit I have is the noise. Its proximity to the freeway means you hear traffic when lounging around the pool or if your windows are open (but rooms ..."

Reviewed on Aug 13, 2025

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Hyatt Regency Sonoma Wine Country
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy, Windsor, CA
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 ...
9/10 Wonderful! (1,004 reviews)
"Stayed for one night and everyone was super helpful. Clean room as well. If ever needed to in the area I will return"

Reviewed on Aug 12, 2025

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Holiday Inn Windsor Wine Country by IHG
The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

The Sandman Santa Rosa Sonoma, Ascend Hotel Collection

3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the bar in our reviews. ...
8.2/10 Very Good! (1,952 reviews)
"Appreciate the good, included breakfast, poolside. Dog friendly is great. Staff is very nice!"

Reviewed on Aug 15, 2025

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The Sandman Santa Rosa Sonoma, Ascend Hotel Collection
Hotel La Rose

Hotel La Rose

3.5 out of 5
308 Wilson Street, Santa Rosa, CA
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! (1,218 reviews)
Get away with partner
"The Hotel la Rose was the perfect blend of historic charm in downtown Santa Rosa. I booked one queen sized room, which was decorated beautifully. The staff was exceptionally friendly. It was truly a memorable stay!"

Reviewed on Aug 12, 2025

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Hotel La Rose
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane, Windsor, CA
Book a stay at this golf hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,119 reviews)
"Clean"

Reviewed on Aug 14, 2025

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Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Solage, Auberge Resorts Collection

Solage, Auberge Resorts Collection

5 out of 5
755 Silverado Trl, Calistoga, CA
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! (665 reviews)
"Great"

Reviewed on Aug 11, 2025

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Solage, Auberge Resorts Collection
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

4 out of 5
2777 4th St, Santa Rosa, CA
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 ...
8.2/10 Very Good! (1,003 reviews)
"Bed was soft and pillows felt like they were baloons. The place looked old... nail holes etc. Not really my style for a apa experience"

Reviewed on Aug 15, 2025

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Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton
Golden Haven Hot Springs

Golden Haven Hot Springs

2.5 out of 5
1713 Lake Street, Calistoga, CA
Book a stay at this spa hotel in Calistoga. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (806 reviews)
"Great amenities for kids and we loved the free (adult) bike rentals!"

Reviewed on Aug 13, 2025

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Golden Haven Hot Springs
See all 1,464 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.