Cheap Flights to Simsbury from $49

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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 $87 and $49 for one-way flights to Simsbury for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
FLLWindsor LocksJuly 8 to July 8$93
TPAWindsor LocksSeptember 5 to September 12$102
MCOWindsor LocksJuly 30 to August 14$107
ATLWindsor LocksJuly 5 to July 12$143
CLTWindsor LocksAugust 20 to August 26$144
ORDWindsor LocksAugust 7 to August 28$157
DCAWindsor LocksAugust 22 to August 25$163
LAXWindsor LocksAugust 19 to August 22$183
SJUWindsor LocksAugust 22 to September 1$208
DENWindsor LocksAugust 23 to August 30$224
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLWindsor LocksJune 20 to June 23$124
TPAWindsor LocksJune 21 to June 23$213
LAXWindsor LocksJune 21 to June 28$215
DCAWindsor LocksJune 21 to June 24$227
MCOWindsor LocksJune 22 to July 1$239
ATLWindsor LocksJune 22 to June 25$253
SJUWindsor LocksJune 20 to June 23$257
CLTWindsor LocksJune 22 to June 28$320
ORDWindsor LocksJune 21 to June 21$323
DENWindsor LocksJune 22 to June 28$466
*Prices include taxes and fees

Simsbury Flight Information

Traveling to
Simsbury
Lowest Price
$87
Number of Airlines Serving
Airlines Serving
Spirit 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 ...
"Great"

Reviewed on Nov 7, 2021

Iron 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
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. ...
9.2/10 Wonderful! (966 reviews)
Simply Simsbury
"Beautiful spot don’t stay in the carriage house if you require good Wi-Fi. Super friendly staff. Complementary breakfast was adequate but next time I would go seek at a local spot. There are lots of quaint coffee shops within walking distance."

Reviewed on Jun 11, 2025

Simsbury 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
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. ...
9.2/10 Wonderful! (966 reviews)
Simply Simsbury
"Beautiful spot don’t stay in the carriage house if you require good Wi-Fi. Super friendly staff. Complementary breakfast was adequate but next time I would go seek at a local spot. There are lots of quaint coffee shops within walking distance."

Reviewed on Jun 11, 2025

Simsbury 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
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. ...
9.2/10 Wonderful! (966 reviews)
Simply Simsbury
"Beautiful spot don’t stay in the carriage house if you require good Wi-Fi. Super friendly staff. Complementary breakfast was adequate but next time I would go seek at a local spot. There are lots of quaint coffee shops within walking distance."

Reviewed on Jun 11, 2025

Simsbury 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 ...
"Great"

Reviewed on Nov 7, 2021

Iron 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.

Need a Car For After Your Flight?

Lowest prices found within the past 12 hours. 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!

*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.