Search Cheap Flights to
Chester

Photo by Annette Babek

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chester Flights as Low as $82

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways

Cheap Flights to Chester

Fall in love at first flight with your vacation to Chester by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chester with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the FID airport.

What is the cheapest month to fly to Chester?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chester are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chester.

What airport is best to fly into Chester?

When you’re planning your trip to Chester, convenience is the name of the game. Luckily, Chester Tweed - New Haven Regional Airport is nearby so you can deplane and get going on checking off everything on your Chester must-do list.

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $82, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chester?

The trick to saving a stack of cash on your flight to Chester? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $82 right now, why wait?

Chester Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$81

Last Minute Hotel Deals in Chester

Hyatt Place Uncasville - Casino Area
Hyatt Place Uncasville - Casino Area
3 out of 5
2049 Norwich, New London Turnpike, Montville, CT
The price is $118 per night from Apr 10 to Apr 11
$118
includes taxes & fees
Apr 10 - Apr 11
Stay at this 3-star business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,378 reviews)
"Staff was very friendly and helpful"

Reviewed on Apr 1, 2025

Hyatt Place Uncasville - Casino Area
Mohegan Sun
Mohegan Sun
4.5 out of 5
1 Mohegan Sun Boulevard, Montville, CT
The price is $242 per night from May 4 to May 5
$242
includes taxes & fees
May 4 - May 5
Stay at this 4.5-star luxury resort in Montville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,799 reviews)
"Nice to have gluten free options available"

Reviewed on Mar 30, 2025

Mohegan Sun
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
The price is $97 per night from Apr 20 to Apr 21
$97
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.2/10 Good! (1,001 reviews)
"Personnel are nice and polite but room temperature thermostat is hard to control"

Reviewed on Apr 1, 2025

Clarion Inn
Holiday Inn Norwich by IHG
Holiday Inn Norwich by IHG
3 out of 5
10 Laura Blvd, Norwich, CT
The price is $97 per night from May 1 to May 2
$97
includes taxes & fees
May 1 - May 2
Stay at this 3-star business-friendly hotel in Norwich. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,002 reviews)
"Very nice propert."

Reviewed on Mar 19, 2025

Holiday Inn Norwich by IHG
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
3 out of 5
2255 Norwich-New London Turnpike, Montville, CT
The price is $154 per night from Apr 6 to Apr 7
$154
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,001 reviews)
"Property was exactly what was needed for an overnight stay. Staff was more than accommodating"

Reviewed on Apr 2, 2025

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area
Microtel Inn & Suites by Wyndham Uncasville Casino Area
2.5 out of 5
1954 Norwich New London Tpke, Route 32, Montville, CT
The price is $82 per night from Apr 9 to Apr 10
$82
includes taxes & fees
Apr 9 - Apr 10
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,655 reviews)
"Was exceptionally clean, bathroon clean, bed comfortable....only thing is tv sucked, no good stations"

Reviewed on Mar 31, 2025

Microtel Inn & Suites by Wyndham Uncasville Casino Area
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is $246 per night from Apr 6 to Apr 7
$246
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,000 reviews)
"Beautiful room and nice quiet beach."

Reviewed on Apr 1, 2025

Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is $91 per night from Apr 6 to Apr 7
$91
includes taxes & fees
Apr 6 - Apr 7
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. ...
7.6/10 Good! (935 reviews)
"Great rates, easy check in, convenient location. Room is small and cozy, and clean. Bathroom leaves much to be desired"

Reviewed on Mar 27, 2025

Pier 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.