Cheap Flights to Simsbury from $47

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How Much Does it Cost To Fly To Simsbury?

The cheapest prices found with in the last 7 days for return flights were $92 and $47 for one-way flights to Simsbury for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCOWindsor LocksOctober 2 to October 5$148
TPAWindsor LocksDecember 4 to December 13$152
FLLWindsor LocksNovember 13 to November 16$158
SJUWindsor LocksOctober 9 to October 12$186
DCAWindsor LocksOctober 13 to October 20$231
ORDWindsor LocksSeptember 23 to September 24$246
ATLWindsor LocksDecember 3 to December 3$249
LAXWindsor LocksOctober 31 to November 7$256
CLTWindsor LocksSeptember 14 to September 15$301
DENWindsor LocksOctober 30 to November 2$365
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOWindsor LocksSeptember 5 to September 12$172
TPAWindsor LocksSeptember 5 to September 13$251
SJUWindsor LocksSeptember 6 to September 8$278
ORDWindsor LocksSeptember 4 to September 6$310
ATLWindsor LocksSeptember 4 to September 6$360
CLTWindsor LocksSeptember 5 to September 8$369
DCAWindsor LocksSeptember 6 to September 7$369
LAXWindsor LocksSeptember 6 to October 7$398
FLLWindsor LocksSeptember 5 to September 7$426
DENWindsor LocksSeptember 4 to September 6$517
*Prices include taxes and fees

Simsbury Flight Information

Traveling to
Simsbury
Lowest Price
$92
Number of Airlines Serving
Airlines Serving
Breeze Airways, Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Simsbury Accommodation Deals

Iron Horse Inn

Iron Horse Inn

2 out of 5
969 Hopmeadow Street Simsbury CT
Stay at this hotel in Simsbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Performing Arts Center at Simsbury Meadows and Rosedale ...
7.2/10 Good! (140 reviews)
"Great"

Reviewed on Nov 7, 2021

Opens in a new windowIron Horse Inn
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.

Our Top Simsbury with Airport Shuttles

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
$184 nightly
The price is $212 total per night from Aug 30 to Aug 31
$212 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,000 reviews)
"The staff at Simsbury 1820 were the highlight of the stay. They were expecially friendly and very helpful. They had some suggestions of things to do that were interesting and area specific. Understandably but a bit disappointing was the inadquacy of the plumbing. It's a very old building but toilets ..."

Reviewed on Aug 23, 2026

Opens in a new windowSimsbury 1820 House
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 Simsbury

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
$184 nightly
The price is $212 total per night from Aug 30 to Aug 31
$212 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,000 reviews)
"The staff at Simsbury 1820 were the highlight of the stay. They were expecially friendly and very helpful. They had some suggestions of things to do that were interesting and area specific. Understandably but a bit disappointing was the inadquacy of the plumbing. It's a very old building but toilets ..."

Reviewed on Aug 23, 2026

Opens in a new windowSimsbury 1820 House
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 Simsbury

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
$184 nightly
The price is $212 total per night from Aug 30 to Aug 31
$212 total
Aug 30 - Aug 31
Total with taxes and fees
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,000 reviews)
"The staff at Simsbury 1820 were the highlight of the stay. They were expecially friendly and very helpful. They had some suggestions of things to do that were interesting and area specific. Understandably but a bit disappointing was the inadquacy of the plumbing. It's a very old building but toilets ..."

Reviewed on Aug 23, 2026

Opens in a new windowSimsbury 1820 House
Iron Horse Inn

Iron Horse Inn

2 out of 5
969 Hopmeadow Street Simsbury CT
Stay at this hotel in Simsbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Performing Arts Center at Simsbury Meadows and Rosedale ...
7.2/10 Good! (140 reviews)
"Great"

Reviewed on Nov 7, 2021

Opens in a new windowIron Horse Inn
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 Simsbury Flight and Hotel Packages

Simsbury flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Motel 6 Enfield, CT - Hartford
Landing Apartments Vernon
Landing in Downtown Hartford Near Dunkin' Park
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Need a Car For After Your Flight?

Plane Tickets To Simsbury

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 Simsbury. Browse through our inventory to explore a wide range of cheap flights to Simsbury 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 Simsbury as you anxiously await to exit the plane and explore what Simsbury has to offer. Considering all the amazing local food and culture in Simsbury, 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 Simsbury 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 Simsbury 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 Simsbury 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 Simsbury 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.