Cheap Flights to Cromwell from $29

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Cromwell?

The cheapest prices found with in the last 7 days for return flights were $75 and $29 for one-way flights to Cromwell for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCOEast HavenJune 6 to June 9$75
TPAEast HavenMay 28 to June 1$79
ATLEast HavenJune 2 to June 9$81
MCOWindsor LocksApril 8 to April 25$101
ATLWindsor LocksMay 1 to May 3$102
ORDEast HavenMay 4 to May 11$103
FLLEast HavenJune 3 to June 10$147
FLLWindsor LocksJune 3 to June 6$175
TPAWindsor LocksJune 2 to June 10$184
DCAWindsor LocksJune 4 to June 8$194
SJUWindsor LocksApril 10 to April 12$212
LAXWindsor LocksApril 22 to April 27$219
DENWindsor LocksMay 3 to May 4$229
SJUEast HavenJune 5 to June 8$235
CLTWindsor LocksApril 3 to April 6$256
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLEast HavenMarch 27 to March 29$124
MCOWindsor LocksMarch 27 to March 29$148
FLLEast HavenMarch 27 to March 30$188
MCOEast HavenMarch 27 to March 29$199
TPAEast HavenMarch 27 to March 29$219
DCAWindsor LocksMarch 29 to April 5$255
ORDEast HavenMarch 29 to April 2$299
ATLWindsor LocksMarch 29 to April 3$303
ORDWindsor LocksMarch 29 to April 3$318
DENWindsor LocksMarch 28 to April 5$318
FLLWindsor LocksMarch 29 to March 29$339
TPAWindsor LocksMarch 28 to March 28$361
CLTWindsor LocksMarch 28 to April 1$380
SJUWindsor LocksMarch 27 to March 31$419
LAXWindsor LocksMarch 29 to March 31$423
*Prices include taxes and fees

Cromwell Flight Information

Traveling to
Cromwell
Lowest Price
$75
Number of Airlines Serving
Airlines Serving
Avelo Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Cromwell Accommodation Deals

Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown

2 out of 5
1 Industrial Park Road Cromwell CT
$60 nightly
The price is $69 total per night from Apr 16 to Apr 17
$69 total
Apr 16 - Apr 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Cromwell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (999 reviews)
I’m baffled by how this establishment is permitted to remain operational. The room was in a state of disarray, and they overcharged me for the pet fee. To make matters worse, the TV and phone were non-functional. The staff was incredibly rude, and I had to resort to calling corporate to lodge a complaint ...

Reviewed on Mar 6, 2026

Opens in a new windowSuper 8 by Wyndham Cromwell/Middletown
Quality Inn Cromwell - Middletown

Quality Inn Cromwell - Middletown

2.5 out of 5
111 Berlin Rd Cromwell CT
$62 nightly
The price is $71 total per night from Apr 19 to Apr 20
$71 total
Apr 19 - Apr 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Cromwell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (999 reviews)
Horrible.

Reviewed on Mar 16, 2026

Opens in a new windowQuality Inn Cromwell - 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.

Luxury Hotels in Cromwell

Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown

2 out of 5
1 Industrial Park Road Cromwell CT
$60 nightly
The price is $69 total per night from Apr 16 to Apr 17
$69 total
Apr 16 - Apr 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Cromwell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (999 reviews)
I’m baffled by how this establishment is permitted to remain operational. The room was in a state of disarray, and they overcharged me for the pet fee. To make matters worse, the TV and phone were non-functional. The staff was incredibly rude, and I had to resort to calling corporate to lodge a complaint ...

Reviewed on Mar 6, 2026

Opens in a new windowSuper 8 by Wyndham Cromwell/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.

Family Friendly Hotels in Cromwell

Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell

3 out of 5
4 Sebethe Dr Cromwell CT
$152 nightly
The price is $175 total per night from Mar 22 to Mar 23
$175 total
Mar 22 - Mar 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Cromwell. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Opens in a new windowCourtyard by Marriott Hartford Cromwell
Quality Inn Cromwell - Middletown

Quality Inn Cromwell - Middletown

2.5 out of 5
111 Berlin Rd Cromwell CT
$62 nightly
The price is $71 total per night from Apr 19 to Apr 20
$71 total
Apr 19 - Apr 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Cromwell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (999 reviews)
Horrible.

Reviewed on Mar 16, 2026

Opens in a new windowQuality Inn Cromwell - Middletown
Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown

2 out of 5
1 Industrial Park Road Cromwell CT
$60 nightly
The price is $69 total per night from Apr 16 to Apr 17
$69 total
Apr 16 - Apr 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Cromwell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (999 reviews)
I’m baffled by how this establishment is permitted to remain operational. The room was in a state of disarray, and they overcharged me for the pet fee. To make matters worse, the TV and phone were non-functional. The staff was incredibly rude, and I had to resort to calling corporate to lodge a complaint ...

Reviewed on Mar 6, 2026

Opens in a new windowSuper 8 by Wyndham Cromwell/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.

Best Cromwell Flight and Hotel Packages

Cromwell flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Motel 6 Putnam, CT
Solano Inn
Delamar West Hartford
Don't see what you're looking for?
See all available trips from Orlando to Cromwell
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 22 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Cromwell?
Get ready to buckle your seat beltand jet above the cloudsaboard one of the10airlines that fly into Cromwell.Some of the most highly rated carriersare:

  • American Airlines
  • Delta Air Lines
  • United Airlines

What airport is best to fly into Cromwell?
You don't need to research flight options into different airports when traveling to Cromwell. Bradley International Airport is the city's sole airport, and is located 20 mi from all the action downtown.
Places to visit in Cromwell
Witness lovely scenery and return to nature at Dinosaur State Park. Want some more options? Brownstone Exploration & Discovery Park is an awesome venue that is teeming with activities. And that's not all there is. River Highlands State Park is the perfect getaway for travelers yearning to get outdoors.
How to get through airport security fast when traveling to Cromwell
Your adventure to Cromwell begins as soon as you've satisfied the security checks. Here are a few handy tips to ensure you get through quickly:

  • Make sure your travel ID and boarding pass are easily accessible. You'll need to show them straightaway.
  • Belts, coins and mobile phones are to be put in a bin for X-raying. If you enter the body scanner with these items, you'll be asked to turn back and remove them.
  • Electronic goods such as phones, laptops and cameras need to be sent through the X-ray machine separately. Be sure you can get to them quickly.
  • When it comes to flying with gels or liquids, every passenger is allowed a quart-sized clear zip-lock bag to transport containers no bigger than 3.4 ounces (100 milliliters).
  • Airport security personnel will likely ask you to take off your shoes in preparation for entering the body scanner. Wear a pair that you can slip off easily. There's nothing more tiresome than having to do up your laces over and over again.
  • The list of non-permissible items is forever changing. Read over your carrier's website to learn about what is not allowed on board their flights.

Plane Tickets To Cromwell

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Cromwell. Browse through our inventory to explore a wide range of cheap flights to Cromwell to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Cromwell as you anxiously await to exit the plane and explore what Cromwell has to offer. Considering all the amazing local food and culture in Cromwell, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Cromwell to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Cromwell without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Cromwell with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Cromwell today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.