Cheap Flights to Old Saybrook from $29

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How Much Does it Cost To Fly To Old Saybrook?

The cheapest prices found with in the last 7 days for return flights were $58 and $29 for one-way flights to Old Saybrook for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCOEast HavenMay 7 to May 9$82
TPAEast HavenMarch 3 to March 10$91
ORDEast HavenMay 8 to May 11$103
FLLEast HavenMay 19 to May 27$116
ATLEast HavenMay 7 to May 11$129
SJUEast HavenMay 8 to May 16$182
LAXEast HavenMarch 24 to March 26$798
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAEast HavenFebruary 20 to February 22$260
ATLEast HavenFebruary 20 to February 22$305
MCOEast HavenFebruary 22 to February 23$307
ORDEast HavenFebruary 22 to February 26$357
FLLEast HavenFebruary 20 to February 24$567
SJUEast HavenFebruary 20 to February 27$879
*Prices include taxes and fees

Old Saybrook Flight Information

Traveling to
Old Saybrook
Lowest Price
$58
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 Old Saybrook Accommodation Deals

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
$79 nightly
The price is $91 total per night from Feb 19 to Feb 20
$91 total
Feb 19 - Feb 20
Total with taxes and fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,000 reviews)
Very nice check in and check out Room refurbished/clean and comfortable Would stay again

Reviewed on Feb 16, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
Liberty Inn

Liberty Inn

2 out of 5
55 Springbrook Road Old Saybrook CT
$89 nightly
The price is $102 total per night from Mar 9 to Mar 10
$102 total
Mar 9 - Mar 10
Total with taxes and fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (641 reviews)
Room was spacious, and felt so homey. Everything was so clean!!! Check in was a breeze and the man who checked me in was so kind. Very close to a lot of things which makes drives places simple.

Reviewed on Jan 11, 2026

Opens in a new windowLiberty Inn
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
37 Spencer Plain Rd Old Saybrook CT
$82 nightly
The price is $95 total per night from Mar 8 to Mar 9
$95 total
Mar 8 - Mar 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanger Outlets and Crystal ...
7/10 Good! (913 reviews)
No breakfast provided, which is why I picked this place. At least 2 pillow cases were stained and looked like dried blood on the wall along with a large hole.

Reviewed on Feb 6, 2026

Opens in a new windowSuper 8 by Wyndham Old Saybrook
Save an average of 15% on thousands of hotels when you're signed in
Clinton Motel

Clinton Motel

2.5 out of 5
163 East Main Street Clinton CT
$78 nightly
The price is $90 total per night from Feb 19 to Feb 20
$90 total
Feb 19 - Feb 20
Total with taxes and fees
Stay at this motel in Clinton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Clinton Plaza Shopping Center and Adam Stanton House and ...
8.6/10 Excellent! (302 reviews)
Just all around great place

Reviewed on Feb 6, 2026

Opens in a new windowClinton Motel
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 Old Saybrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
37 Spencer Plain Rd Old Saybrook CT
$82 nightly
The price is $95 total per night from Mar 8 to Mar 9
$95 total
Mar 8 - Mar 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanger Outlets and Crystal ...
7/10 Good! (913 reviews)
No breakfast provided, which is why I picked this place. At least 2 pillow cases were stained and looked like dried blood on the wall along with a large hole.

Reviewed on Feb 6, 2026

Opens in a new windowSuper 8 by Wyndham Old Saybrook
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road Madison CT
$245 nightly
The price is $282 total per night from Mar 1 to Mar 2
$282 total
Mar 1 - Mar 2
Total with taxes and fees
Book a stay at this beach hotel in Madison. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the helpful staff and the property condition ...
9.4/10 Exceptional! (346 reviews)
Yes.

Reviewed on Feb 10, 2026

Opens in a new windowMadison Beach Hotel
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
$291 nightly
The price is $335 total per night from Feb 26 to Feb 27
$335 total
Feb 26 - Feb 27
Total with taxes and fees
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.6/10 Exceptional! (1,003 reviews)
Staff were so welcoming, knowledgeable and helpful! Room was gorgeous with a perfect view of the marina and the light house; the fireplace and cozy chairs with blankets were great - best to enjoy with a cup of delicious coffee and cake - which we did! We had the best salmon and pork chop of our lives!!! ...

Reviewed on Feb 17, 2026

Opens in a new windowSaybrook Point Resort & Marina
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Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
$79 nightly
The price is $91 total per night from Feb 19 to Feb 20
$91 total
Feb 19 - Feb 20
Total with taxes and fees
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,000 reviews)
Very nice check in and check out Room refurbished/clean and comfortable Would stay again

Reviewed on Feb 16, 2026

Opens in a new windowPier Blue Inn Old Saybrook - Essex
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 Old Saybrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
37 Spencer Plain Rd Old Saybrook CT
$82 nightly
The price is $95 total per night from Mar 8 to Mar 9
$95 total
Mar 8 - Mar 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanger Outlets and Crystal ...
7/10 Good! (913 reviews)
No breakfast provided, which is why I picked this place. At least 2 pillow cases were stained and looked like dried blood on the wall along with a large hole.

Reviewed on Feb 6, 2026

Opens in a new windowSuper 8 by Wyndham Old Saybrook
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$244 nightly
The price is $281 total per night from Feb 19 to Feb 20
$281 total
Feb 19 - Feb 20
Total with taxes and fees
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,006 reviews)
The view of the ocean and gazebos were amazing. Everyone was so courteous and it wasn't a madhouse. Quiet and relaxing. The pool was also nice and warm

Reviewed on Feb 18, 2026

Opens in a new windowWater's Edge Resort & Spa
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd Old Saybrook CT
$97 nightly
The price is $111 total per night from Feb 25 to Feb 26
$111 total
Feb 25 - Feb 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,008 reviews)
Clean room, good breakfast

Reviewed on Feb 18, 2026

Opens in a new windowQuality Inn Old Saybrook - Westbrook
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Clinton Motel

Clinton Motel

2.5 out of 5
163 East Main Street Clinton CT
$78 nightly
The price is $90 total per night from Feb 19 to Feb 20
$90 total
Feb 19 - Feb 20
Total with taxes and fees
Stay at this motel in Clinton. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Clinton Plaza Shopping Center and Adam Stanton House and ...
8.6/10 Excellent! (302 reviews)
Just all around great place

Reviewed on Feb 6, 2026

Opens in a new windowClinton Motel
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 Old Saybrook Flight and Hotel Packages

Old Saybrook flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Best Western Executive Hotel Of New Haven - West Haven
Graduate by Hilton New Haven
Madison Beach Hotel
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Plane Tickets To Old Saybrook

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

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*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.