Cheap Flights to Simsbury from $64

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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 $129 and $64 for one-way flights to Simsbury for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TPAWindsor LocksAugust 29 to September 2$142
MCOWindsor LocksSeptember 2 to September 4$151
DCAWindsor LocksJuly 22 to July 29$167
FLLWindsor LocksAugust 25 to August 31$167
ATLWindsor LocksAugust 25 to August 29$193
ORDWindsor LocksSeptember 1 to September 5$205
LAXWindsor LocksAugust 28 to September 6$218
DENWindsor LocksAugust 25 to September 8$252
SJUWindsor LocksJuly 20 to August 18$262
CLTWindsor LocksAugust 8 to August 15$281
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCOWindsor LocksJuly 3 to July 11$248
FLLWindsor LocksJuly 4 to July 6$263
TPAWindsor LocksJuly 4 to July 9$275
SJUWindsor LocksJuly 3 to July 6$289
LAXWindsor LocksJuly 4 to July 11$321
CLTWindsor LocksJuly 4 to July 6$333
ORDWindsor LocksJuly 4 to July 17$343
DCAWindsor LocksJuly 3 to July 6$346
ATLWindsor LocksJuly 5 to July 6$465
DENWindsor LocksJuly 3 to July 6$592
*Prices include taxes and fees

Simsbury Flight Information

Traveling to
Simsbury
Lowest Price
$129
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 Stratton ...
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
$254 nightly
The price is $292 total per night from Jun 28 to Jun 29
$292 total
Jun 28 - Jun 29
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! (1,003 reviews)
"The Inn is beautiful! I truly enjoyed everything about my stay. Everyone is very helpful and very friendly. I look forward to another stay in the future."

Reviewed on Jun 25, 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
$254 nightly
The price is $292 total per night from Jun 28 to Jun 29
$292 total
Jun 28 - Jun 29
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! (1,003 reviews)
"The Inn is beautiful! I truly enjoyed everything about my stay. Everyone is very helpful and very friendly. I look forward to another stay in the future."

Reviewed on Jun 25, 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
$254 nightly
The price is $292 total per night from Jun 28 to Jun 29
$292 total
Jun 28 - Jun 29
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! (1,003 reviews)
"The Inn is beautiful! I truly enjoyed everything about my stay. Everyone is very helpful and very friendly. I look forward to another stay in the future."

Reviewed on Jun 25, 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 Stratton ...
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.
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
Landing Apartments Vernon
Avon Old Farms Hotel
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Need a Car For After Your Flight?

Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

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.