Search Cheap Flights to
Middletown

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Middletown Flights as Low as $485

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

Hawaiian Airlines
Mon, Oct 20 - Thu, Oct 23
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$485 Roundtrip, found 8 hours ago
$485
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Mon, Oct 20 from Lambert-St. Louis Intl. to Sonoma County, returning Thu, Oct 23, priced at $485 found 8 hours ago
Hawaiian Airlines
Sun, Oct 19 - Thu, Oct 23
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$510 Roundtrip, found 8 hours ago
$510
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Sun, Oct 19 from Lambert-St. Louis Intl. to Sonoma County, returning Thu, Oct 23, priced at $510 found 8 hours ago
Hawaiian Airlines
Sat, Oct 18 - Thu, Oct 23
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$530 Roundtrip, found 8 hours ago
$530
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Sat, Oct 18 from Lambert-St. Louis Intl. to Sonoma County, returning Thu, Oct 23, priced at $530 found 8 hours ago
Hawaiian Airlines
Sun, Oct 19 - Fri, Oct 24
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$535 Roundtrip, found 8 hours ago
$535
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Sun, Oct 19 from Lambert-St. Louis Intl. to Sonoma County, returning Fri, Oct 24, priced at $535 found 8 hours ago
Hawaiian Airlines
Sat, Oct 18 - Fri, Oct 24
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$554 Roundtrip, found 8 hours ago
$554
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Sat, Oct 18 from Lambert-St. Louis Intl. to Sonoma County, returning Fri, Oct 24, priced at $554 found 8 hours ago
Alaska Airlines
Mon, Oct 20 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$560 Roundtrip, found 8 hours ago
$560
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Mon, Oct 20 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $560 found 8 hours ago
Hawaiian Airlines
Sun, Oct 19 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$585 Roundtrip, found 8 hours ago
$585
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Sun, Oct 19 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $585 found 8 hours ago
Hawaiian Airlines
Thu, Oct 23 - Thu, Oct 23
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$589 Roundtrip, found 8 hours ago
$589
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Thu, Oct 23 from Lambert-St. Louis Intl. to Sonoma County, returning Thu, Oct 23, priced at $589 found 8 hours ago
Hawaiian Airlines
Sat, Oct 18 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$604 Roundtrip, found 8 hours ago
$604
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Sat, Oct 18 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $604 found 8 hours ago
Bargain Flight
Tue, Oct 21 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$613 Roundtrip, found 8 hours ago
$613
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Oct 21 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $613 found 8 hours ago
Alaska Airlines
Tue, Oct 21 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$624 Roundtrip, found 8 hours ago
$624
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, Oct 21 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $624 found 8 hours ago
Alaska Airlines
Tue, Oct 21 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$625 Roundtrip, found 8 hours ago
$625
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, Oct 21 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $625 found 8 hours ago
Alaska Airlines
Fri, Oct 24 - Fri, Oct 24
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$652 Roundtrip, found 8 hours ago
$652
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Fri, Oct 24 from Lambert-St. Louis Intl. to Sonoma County, returning Fri, Oct 24, priced at $652 found 8 hours ago
Alaska Airlines
Tue, Oct 21 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$662 Roundtrip, found 8 hours ago
$662
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, Oct 21 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $662 found 8 hours ago
Alaska Airlines
Tue, Oct 21 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$663 Roundtrip, found 8 hours ago
$663
Roundtrip
found 8 hours ago
Select Alaska Airlines flight, departing Tue, Oct 21 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $663 found 8 hours ago
American Airlines
Tue, Oct 21 - Sun, Oct 26
STL
Lambert-St. Louis Intl.
STS
Sonoma County
$744 Roundtrip, found 8 hours ago
$744
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Oct 21 from Lambert-St. Louis Intl. to Sonoma County, returning Sun, Oct 26, priced at $744 found 8 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 15 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 $485, 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 $485 right now, why wait?

Middletown Flight Information
Destination airport
Sonoma County
Destination airport IATA code
STS
Roundtrip price
$484

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 $93 per night from Apr 28 to Apr 29
$93
includes taxes & fees
Apr 28 - Apr 29
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! (2,057 reviews)
"Always love the this We enjoy this venue quite often! Breakfast is amazing when you're on the road and facilities are always safe for the kids"

Reviewed on Apr 13, 2025

The Sandman, Ascend Hotel Collection
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 $122 per night from Apr 20 to Apr 21
$122
includes taxes & fees
Apr 20 - Apr 21
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! (955 reviews)
"Nice"

Reviewed on Apr 11, 2025

Holiday Inn Windsor Wine Country by IHG
Flamingo Resort & Spa
Flamingo Resort & Spa
4 out of 5
2777 4th St, Santa Rosa, CA
The price is $175 per night from Apr 28 to Apr 29
$175
includes taxes & fees
Apr 28 - Apr 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)
"Love this quaint spot. Stay there whenever I come to Santa Rosa!"

Reviewed on Apr 9, 2025

Flamingo Resort & Spa
Hyatt Regency Sonoma Wine Country
Hyatt Regency Sonoma Wine Country
4 out of 5
170 Railroad Street, Santa Rosa, CA
The price is $129 per night from Apr 23 to Apr 24
$129
includes taxes & fees
Apr 23 - Apr 24
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! (1,004 reviews)
"It was good"

Reviewed on Apr 7, 2025

Hyatt Regency Sonoma Wine Country
Hotel La Rose
Hotel La Rose
3.5 out of 5
308 Wilson Street, Santa Rosa, CA
The price is $128 per night from Apr 16 to Apr 17
$128
includes taxes & fees
Apr 16 - Apr 17
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)
"Service was great and very attentive! Would suggest a mini fridge in each room ! Would’ve been great to be able to chill some wine and cheese or snacks . Only thing that was missing was a fridge !"

Reviewed on Apr 12, 2025

Hotel La Rose
Solage, Auberge Resorts Collection
Solage, Auberge Resorts Collection
5 out of 5
755 Silverado Trl, Calistoga, CA
The price is $882 per night from Apr 22 to Apr 23
$882
includes taxes & fees
Apr 22 - Apr 23
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! (634 reviews)
"Impeccable property absolutely beautiful accommodations. The grounds are so beautiful with rosemary and olive trees everywhere. The bathhouse is extreme relaxation, and the spa treatments were amazing. Simply the best."

Reviewed on Apr 12, 2025

Solage, Auberge Resorts Collection
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 $239 per night from Apr 20 to Apr 21
$239
includes taxes & fees
Apr 20 - Apr 21
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! (233 reviews)
"This property was nice. I came for a day trip and was able to get a massage and enjoy the pool and hot tub. I didn’t like the carpet in the bedroom and the shower was horrible. The shower head is above your head and unless you want to submerge your under the water there was no room to escape."

Reviewed on Apr 12, 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 $190 per night from Apr 20 to Apr 21
$190
includes taxes & fees
Apr 20 - Apr 21
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! (849 reviews)
"Beautiful and perfect!"

Reviewed on Apr 3, 2025

UpValley Inn & Hot Springs, Ascend Hotel Collection
See all 1,437 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.