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Chester

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Chester Flights as Low as $118

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

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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 August, 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 $118, 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 $118 right now, why wait?

Chester Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$118

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
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! (2,518 reviews)
"The Staff and service were amazing! Free breakfast was delicious with several choices. Rooms were spacious and comfortable. One of the easiest check-in's I've ever experienced. Would highly recommend this hotel for several reasons, one of course being only a mile from Mohegan Sun Casino, with a shuttle ..."

Reviewed on Aug 11, 2025

Hyatt Place Uncasville - Casino Area
Mohegan Sun

Mohegan Sun

4.5 out of 5
1 Mohegan Sun Boulevard, Montville, CT
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! (1,948 reviews)
"There was a slight issue with the room we originally booked, so we got upgraded to a luxury suite. The room was spectacular! The beds were so comfortable with the most amazing sheets and blankets. The room was so spacious and beautifully decorated! They definitely went above and beyond to make up ..."

Reviewed on Aug 10, 2025

Mohegan Sun
Holiday Inn Norwich by IHG

Holiday Inn Norwich by IHG

3 out of 5
10 Laura Blvd, Norwich, CT
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! (1,003 reviews)
"Friendly staff"

Reviewed on Aug 7, 2025

Holiday Inn Norwich by IHG
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
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! (1,728 reviews)
"Casino shuttle worked out perfect!"

Reviewed on Aug 9, 2025

Microtel Inn & Suites by Wyndham Uncasville Casino Area
Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
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 ...
7.4/10 Good! (1,004 reviews)
"Great job"

Reviewed on Aug 8, 2025

Clarion Inn
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
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! (1,002 reviews)
"Very close to Moheagan Sun"

Reviewed on Aug 4, 2025

Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

2.5 out of 5
265 Flanders Road, Niantic, CT
Book a stay at this business-friendly hotel in Niantic. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions New London Ferry Dock and Flanders ...
9/10 Wonderful! (320 reviews)
"The air conditioning was very loud"

Reviewed on Aug 10, 2025

Best Western Niantic - New London/Mystic Area
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,004 reviews)
"I love this property. But, very disappointed in the pool and lack of variety of food"

Reviewed on Aug 9, 2025

Saybrook Point Resort & Marina
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.