Search Cheap Flights to
Middletown

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Middletown Flights as Low as $78

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

Frontier Airlines
Sat, Jan 11 - Sun, Jan 19
MCO
Orlando Intl.
BDL
Bradley Intl.
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Jan 11 from Orlando Intl. to Bradley Intl., returning Sun, Jan 19, priced at $78 found 5 days ago
Frontier Airlines
Fri, Dec 13 - Mon, Dec 16
MCO
Orlando Intl.
BDL
Bradley Intl.
$79 Roundtrip, found 4 days ago
$79
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Dec 13 from Orlando Intl. to Bradley Intl., returning Mon, Dec 16, priced at $79 found 4 days ago
Frontier Airlines
Sat, Dec 7 - Sat, Dec 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$85 Roundtrip, found 3 days ago
$85
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Dec 7 from Orlando Intl. to Bradley Intl., returning Sat, Dec 14, priced at $85 found 3 days ago
Frontier Airlines
Fri, Nov 15 - Mon, Nov 18
MCO
Orlando Intl.
BDL
Bradley Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 15 from Orlando Intl. to Bradley Intl., returning Mon, Nov 18, priced at $86 found 1 day ago
Frontier Airlines
Fri, Dec 13 - Sat, Dec 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Dec 13 from Orlando Intl. to Bradley Intl., returning Sat, Dec 14, priced at $88 found 4 days ago
Frontier Airlines
Fri, Nov 15 - Sun, Nov 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 15 from Orlando Intl. to Bradley Intl., returning Sun, Nov 24, priced at $90 found 1 day ago
Breeze Airways
Fri, Nov 15 - Sat, Nov 16
MCO
Orlando Intl.
BDL
Bradley Intl.
$112 Roundtrip, found 7 hours ago
$112
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Nov 15 from Orlando Intl. to Bradley Intl., returning Sat, Nov 16, priced at $112 found 7 hours ago
JetBlue Airways
Tue, Dec 17 - Tue, Dec 17
MCO
Orlando Intl.
BDL
Bradley Intl.
$177 Roundtrip, found 5 hours ago
$177
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Dec 17 from Orlando Intl. to Bradley Intl., returning Tue, Dec 17, priced at $177 found 5 hours ago
United
Thu, Feb 6 - Mon, Feb 10
MCO
Orlando Intl.
BDL
Bradley Intl.
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select United flight, departing Thu, Feb 6 from Orlando Intl. to Bradley Intl., returning Mon, Feb 10, priced at $196 found 3 days ago
Delta
Thu, Feb 6 - Mon, Feb 10
MCO
Orlando Intl.
BDL
Bradley Intl.
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Feb 6 from Orlando Intl. to Bradley Intl., returning Mon, Feb 10, priced at $196 found 3 days ago
American Airlines
Sat, Dec 7 - Fri, Dec 13
MCO
Orlando Intl.
BDL
Bradley Intl.
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Dec 7 from Orlando Intl. to Bradley Intl., returning Fri, Dec 13, priced at $196 found 2 days ago
Delta
Fri, Jan 3 - Wed, Jan 8
MLI
Quad City Intl.
BDL
Bradley Intl.
$258 Roundtrip, found 1 day ago
$258
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jan 3 from Quad City Intl. to Bradley Intl., returning Wed, Jan 8, priced at $258 found 1 day ago
Spirit Airlines
Mon, Dec 23 - Mon, Dec 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$275 Roundtrip, found 5 hours ago
$275
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Mon, Dec 23 from Orlando Intl. to Bradley Intl., returning Mon, Dec 30, priced at $275 found 5 hours ago
United
Wed, Dec 25 - Wed, Jan 1
SFO
San Francisco Intl.
BDL
Bradley Intl.
$364 Roundtrip, found 5 days ago
$364
Roundtrip
found 5 days ago
Select United flight, departing Wed, Dec 25 from San Francisco Intl. to Bradley Intl., returning Wed, Jan 1, priced at $364 found 5 days ago
Delta
Tue, Nov 12 - Sun, Nov 17
GSP
Greenville-Spartanburg Intl.
BDL
Bradley Intl.
$508 Roundtrip, found 1 day ago
$508
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 12 from Greenville-Spartanburg Intl. to Bradley Intl., returning Sun, Nov 17, priced at $508 found 1 day ago
Alaska Airlines
Wed, Apr 9 - Tue, Apr 15
SFO
San Francisco Intl.
BDL
Bradley Intl.
$589 Roundtrip, found 3 hours ago
$589
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Wed, Apr 9 from San Francisco Intl. to Bradley Intl., returning Tue, Apr 15, priced at $589 found 3 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 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 January, 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 $78, 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 $78 right now, why wait?

Middletown Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$78

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 $243 per night from Dec 1 to Dec 2
$243
includes taxes & fees
Dec 1 - Dec 2
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! (424 reviews)
Great weekend
"Very conveniently located, close to the Wesleyan campus and all restaurants in Main street. Very friendly and helpful staff. We’ll be back!"

Reviewed on Nov 3, 2024

Inn at Middletown
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
The price is $183 per night from Nov 10 to Nov 11
$183
includes taxes & fees
Nov 10 - Nov 11
Book a stay at this 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! (1,376 reviews)
"Confusion on parking"

Reviewed on Nov 1, 2024

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 $87 per night from Dec 1 to Dec 2
$87
includes taxes & fees
Dec 1 - Dec 2
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! (1,000 reviews)
"Clean room"

Reviewed on Nov 2, 2024

Best Western Hartford Hotel & Suites
Red Roof Inn Meriden
Red Roof Inn Meriden
2 out of 5
10 Bee St, Meriden, CT
The price is $101 per night from Dec 2 to Dec 3
$101
includes taxes & fees
Dec 2 - Dec 3
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,000 reviews)
"Everything was perfect except next room over the people were coughing and talking, two parents and a child, all night long. Felt like they were in our room, hard to sleep."

Reviewed on Oct 27, 2024

Red Roof Inn Meriden
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 $147 per night from Dec 1 to Dec 2
$147
includes taxes & fees
Dec 1 - Dec 2
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! (1,001 reviews)
"Clean & modern rooms. Friendly front desk."

Reviewed on Nov 6, 2024

Holiday Inn Express Southington, an IHG Hotel
The Capitol Hotel, Ascend Hotel Collection
The Capitol Hotel, Ascend Hotel Collection
3 out of 5
440 Asylum St, Hartford, CT
The price is $86 per night from Dec 1 to Dec 2
$86
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.2/10 Good! (925 reviews)
"Beware, the parking lot behind the hotel is not well marked and I got an $88 ticket. Look carefully at the small signs and double check with staff about where to park! The hotel itself was lovely and clean, and being right across the street from Bushnell Park was great for taking my dog out."

Reviewed on Nov 7, 2024

The Capitol Hotel, Ascend Hotel Collection
Motel 6 Wethersfield, CT - Hartford
Motel 6 Wethersfield, CT - Hartford
2 out of 5
1341 Silas Deane Hwy, Wethersfield, CT
The price is $75 per night from Nov 14 to Nov 15
$75
includes taxes & fees
Nov 14 - Nov 15
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.4/10 (1,002 reviews)
"Ehh so so cheap room"

Reviewed on Nov 2, 2024

Motel 6 Wethersfield, CT - Hartford
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 $183 per night from Nov 24 to Nov 25
$183
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this 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)
"We went to Yale for visit, it was not convenient location, walkable to restaurants. First shift staff was good."

Reviewed on Nov 1, 2024

Omni New Haven Hotel at Yale
See all 1,140 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.