Search Cheap Flights toChester
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Chester Flights as Low as $148
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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 December, 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 $148, 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 $148 right now, why wait?
Destination airport | Tweed - New Haven Regional |
|---|---|
Destination airport IATA code | HVN |
Roundtrip price | $148 |
Last Minute Hotel Deals in Chester
Regency Inn & Suites New London, Mystic
Hyatt Place Uncasville - Casino Area
"Large comfortable rooms. Nice small bar area in lobby. Welcoming front desk staff."
Reviewed on Oct 18, 2026
Pier Blue Inn Old Saybrook - Essex
"Very clean bathroom. Very dated and weathered furniture. The linens were good. The paint on the door needed cleaned. The receptionist was very personable. We were on the first level and could hear the folks above."
Reviewed on Oct 17, 2026
Motel 6 New Haven - Branford, CT
"We needed an economical place to stay, and this did the job. No-frills, but was fairly clean and comfortable."
Reviewed on Oct 17, 2026
Water's Edge Resort & Spa
Red Roof Inn Meriden
"Property smell of smoke so check the room before you settle in."
Reviewed on Oct 17, 2026
The Spa at Norwich Inn
"Everything"
Reviewed on Oct 15, 2026
Microtel Inn & Suites by Wyndham Uncasville Casino Area
"..."
Reviewed on Oct 17, 2026
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver