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Chester

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Chester Flights as Low as $215

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
Avelo Airlines
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 May, 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 $215, 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 $215 right now, why wait?

Chester Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$215

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 $145 per night from May 8 to May 9
$145
includes taxes & fees
May 8 - May 9
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! (2,413 reviews)
"We had to wait 40 minutes until our room was ready. That is the only bad part as we had dinner reservations before a concert."

Reviewed on Apr 28, 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 14 to May 15
$242
includes taxes & fees
May 14 - May 15
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! (1,844 reviews)
"Convinced"

Reviewed on Apr 28, 2025

Mohegan Sun
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
The price is $108 per night from May 7 to May 8
$108
includes taxes & fees
May 7 - May 8
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! (1,007 reviews)
"Excellent customer service"

Reviewed on Apr 22, 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 $98 per night from May 20 to May 21
$98
includes taxes & fees
May 20 - May 21
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)
"Staff was great and we utilized the shuttle after a concert at Mohegan Sun. The hotel was clean overall just found the rooms dark and dated"

Reviewed on Apr 28, 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 $148 per night from May 4 to May 5
$148
includes taxes & fees
May 4 - May 5
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! (1,000 reviews)
"Staff was incredibly helpful"

Reviewed on Apr 28, 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 $87 per night from May 4 to May 5
$87
includes taxes & fees
May 4 - May 5
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! (1,679 reviews)
"Very nice hotel and you also get free breakfast. We come here all the time and it’s very close to the Mohegan Sun Casino."

Reviewed on Apr 29, 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 May 4 to May 5
$246
includes taxes & fees
May 4 - May 5
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! (1,001 reviews)
"Spa was fantastic, rooms are nothing extravagant but clean and well maintained. Everyone was polite, great stay"

Reviewed on Apr 29, 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 $102 per night from May 4 to May 5
$102
includes taxes & fees
May 4 - May 5
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! (952 reviews)
"The owner was so helpful and friendly. When our car wouldn't start due to a dead battery, he called a friend to drive over to give us a jump (since the owner's car was a hybrid and he couldn't access his battery). The grounds are beautifully landscaped with lots of blooming trees and flowers. It's ..."

Reviewed on Apr 28, 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.