Search Cheap Flights to
Middletown

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Middletown Flights as Low as $140

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

Frontier Airlines
Tue, Feb 25 - Mon, Mar 3
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Feb 25 from Washington Dulles Intl. to Bradley Intl., returning Mon, Mar 3, priced at $140 found 1 day ago
Frontier Airlines
Sat, Jan 18 - Mon, Jan 27
IAH
George Bush Intercontinental
BDL
Bradley Intl.
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 18 from George Bush Intercontinental to Bradley Intl., returning Mon, Jan 27, priced at $144 found 3 days ago
Frontier Airlines
Sat, Jan 18 - Fri, Jan 24
IAH
George Bush Intercontinental
BDL
Bradley Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 18 from George Bush Intercontinental to Bradley Intl., returning Fri, Jan 24, priced at $164 found 3 days ago
Frontier Airlines
Sat, Jan 18 - Sun, Jan 26
IAH
George Bush Intercontinental
BDL
Bradley Intl.
$184 Roundtrip, found 3 days ago
$184
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Jan 18 from George Bush Intercontinental to Bradley Intl., returning Sun, Jan 26, priced at $184 found 3 days ago
United
Fri, Feb 28 - Sun, Mar 2
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select United flight, departing Fri, Feb 28 from Washington Dulles Intl. to Bradley Intl., returning Sun, Mar 2, priced at $189 found 1 day ago
United
Fri, Apr 25 - Mon, Apr 28
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$194 Roundtrip, found 5 days ago
$194
Roundtrip
found 5 days ago
Select United flight, departing Fri, Apr 25 from Washington Dulles Intl. to Bradley Intl., returning Mon, Apr 28, priced at $194 found 5 days ago
Spirit Airlines
Tue, Mar 4 - Tue, Mar 11
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$195 Roundtrip, found 4 days ago
$195
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Mar 4 from Charlotte-Douglas Intl. to Bradley Intl., returning Tue, Mar 11, priced at $195 found 4 days ago
Delta
Tue, Feb 25 - Tue, Mar 4
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 25 from Washington Dulles Intl. to Bradley Intl., returning Tue, Mar 4, priced at $199 found 1 day ago
Frontier Airlines
Thu, Jan 16 - Mon, Jan 27
IAH
George Bush Intercontinental
BDL
Bradley Intl.
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Jan 16 from George Bush Intercontinental to Bradley Intl., returning Mon, Jan 27, priced at $200 found 3 days ago
Delta
Sat, Mar 1 - Tue, Mar 4
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Mar 1 from Washington Dulles Intl. to Bradley Intl., returning Tue, Mar 4, priced at $204 found 1 day ago
Delta
Sat, Mar 1 - Thu, Mar 6
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Mar 1 from Washington Dulles Intl. to Bradley Intl., returning Thu, Mar 6, priced at $209 found 1 day ago
Frontier Airlines
Tue, Apr 1 - Mon, Apr 7
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$210 Roundtrip, found 6 days ago
$210
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Washington Dulles Intl. to Bradley Intl., returning Mon, Apr 7, priced at $210 found 6 days ago
United
Fri, Feb 28 - Sun, Mar 2
IAD
Washington Dulles Intl.
BDL
Bradley Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select United flight, departing Fri, Feb 28 from Washington Dulles Intl. to Bradley Intl., returning Sun, Mar 2, priced at $212 found 1 day ago
Spirit Airlines
Tue, Mar 4 - Wed, Mar 12
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$215 Roundtrip, found 4 days ago
$215
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Mar 4 from Charlotte-Douglas Intl. to Bradley Intl., returning Wed, Mar 12, priced at $215 found 4 days ago
American Airlines
Fri, Jan 17 - Mon, Jan 20
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jan 17 from Charlotte-Douglas Intl. to Bradley Intl., returning Mon, Jan 20, priced at $286 found 1 day ago
Delta
Thu, Jan 16 - Tue, Jan 28
HOU
William P. Hobby
BDL
Bradley Intl.
$364 Roundtrip, found 3 days ago
$364
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Jan 16 from William P. Hobby to Bradley Intl., returning Tue, Jan 28, priced at $364 found 3 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 HFD 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 February, 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 Tweed - New Haven Regional 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 $140, 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 $140 right now, why wait?

Middletown Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$140

Last Minute Hotel Deals in Middletown

Inn at Middletown
Inn at Middletown
3.5 out of 5
70 Main Street, Middletown, CT
The price is $210 per night from Jan 12 to Jan 13
$210
includes taxes & fees
Jan 12 - Jan 13
Stay at this 3.5-star business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9/10 Wonderful! (436 reviews)
"Great atmosphere!! Beautiful property!!"

Reviewed on Dec 28, 2024

Inn at Middletown
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
The price is $126 per night from Jan 19 to Jan 20
$126
includes taxes & fees
Jan 19 - Jan 20
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,392 reviews)
"I love it. Nice"

Reviewed on Jan 7, 2025

New Haven Hotel
Best Western Hartford Hotel & Suites
Best Western Hartford Hotel & Suites
2.5 out of 5
185 Brainard Rd, Hartford, CT
The price is $126 per night from Jan 19 to Jan 20
$126
includes taxes & fees
Jan 19 - Jan 20
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.6/10 Good! (999 reviews)
"It was good"

Reviewed on Jan 3, 2025

Best Western Hartford Hotel & Suites
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
The price is $127 per night from Feb 2 to Feb 3
$127
includes taxes & fees
Feb 2 - Feb 3
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
Happy accomodations.
"Late check-in, no issue or hold-up. Newly renovated the common areas, hallways and rooms were exceptional and comfortable. Hotel is close to the highway but without the noise. I would stay here again in a minute."

Reviewed on Jan 7, 2025

Holiday Inn Express Southington, an IHG Hotel
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
The price is $192 per night from Jan 26 to Jan 27
$192
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8/10 Very Good! (1,001 reviews)
"The front desk staff and dining staff were exceptional."

Reviewed on Jan 5, 2025

Omni New Haven Hotel at Yale
HYATT house Hartford North/Windsor
HYATT house Hartford North/Windsor
3 out of 5
200 Corporate Dr, Windsor, CT
The price is $116 per night from Jan 20 to Jan 21
$116
includes taxes & fees
Jan 20 - Jan 21
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,005 reviews)
"El hotel es hermoso, y el trato fue excelente"

Reviewed on Jan 8, 2025

HYATT house Hartford North/Windsor
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
The price is $114 per night from Jan 24 to Jan 25
$114
includes taxes & fees
Jan 24 - Jan 25
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,003 reviews)
"Excellent and staff was so friendly and helpful."

Reviewed on Jan 10, 2025

Courtyard by Marriott Waterbury Downtown
The Farmington Inn & Suites
The Farmington Inn & Suites
3 out of 5
827 Farmington Ave, Farmington, CT
The price is $131 per night from Jan 12 to Jan 13
$131
includes taxes & fees
Jan 12 - Jan 13
Stay at this 3-star business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,002 reviews)
"A wonderful inn. A little tired but a gracious staff and comfortable room"

Reviewed on Jan 11, 2025

The Farmington Inn & Suites
See all 1,150 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.