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Chester Flights as Low as $117
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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 MHT 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 February, 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 15 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 Manchester-Boston 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 $117, 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 $117 right now, why wait?
Destination airport | Portsmouth Intl. |
|---|---|
Destination airport IATA code | PSM |
Roundtrip price | $101 |
Last Minute Hotel Deals in Chester
DoubleTree by Hilton Manchester Downtown
Excellent customer experience!
Reviewed on Jan 21, 2026
La Quinta Inn & Suites by Wyndham Boston-Andover
The room was spotless and the employees are super nice. The bed was real comfortable. I slept well
Reviewed on Jan 19, 2026
Park View Inn - Salem
Great spot 4 a quiet getaway
Reviewed on Jan 19, 2026
Sonesta ES Suites Andover Boston
Friendly staff, clean rooms, breakfast wasn’t bad, and maybe updates on the bathroom may be needed; overall great stay!
Reviewed on Jan 19, 2026
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Wonderful, I highly recommend it, amazing for couples and fun for spending the night with the kids ❤️
Reviewed on Jan 20, 2026
La Quinta Inn & Suites by Wyndham Salem NH
Clean, friendly, quiet!
Reviewed on Jan 23, 2026
Hampton Inn Haverhill
Breakfast was great, especially on Saturday! Room was clean. Bathroom was clean. Bedding was comfortable. Plenty of available parking. Super friendly staff.
Reviewed on Jan 17, 2026
Lamie's Inn and The Old Salt Restaurant
Staff was great! Nice having the restaurant and Pub on the property!
Reviewed on Jan 19, 2026
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