Search Cheap Flights toChester
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Chester Flights as Low as $359
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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 VSF 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 March, 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 Hartness State 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 $359, 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 $359 right now, why wait?
Destination airport | Rutland Southern Vermont Regional |
|---|---|
Destination airport IATA code | RUT |
Roundtrip price | $429 |
Last Minute Hotel Deals in Chester
Fullerton Inn
Clean comfy room.
Reviewed on Feb 21, 2026
Pointe at Castle Hill Resort
The staff was great, the room was large and comfortable. The bed linens, fluffy pillows and plush towels made the stay enjoyable. There were a couple things that could have made it better… the amenities included hot tub, and pool, but both were over run with kids. The hot tub small and completely ...
Reviewed on Feb 22, 2026
Woodstock Inn & Resort
Very clean, high end, friendly staff
Reviewed on Feb 20, 2026
The Equinox Golf Resort & Spa
Beautiful hotel. Nice pool and gym.
Reviewed on Feb 19, 2026
The Palmer House Resort, an Ascend Collection Hotel
Convenient.
Reviewed on Feb 23, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
clean and spacious room
Reviewed on Feb 21, 2026
Hampton Inn and Suites Manchester
Clean nicely appointed room, very friendly and helpful staff, excellent breakfast
Reviewed on Feb 22, 2026
Kimpton Taconic Hotel by IHG
Best atmosphere and family stay ever. Kids friendly.
Reviewed on Feb 8, 2026
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