Search Cheap Flights to
Chester

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chester Flights as Low as $112

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

Breeze Airways
Breeze Airways
JetBlue Airways
Delta
JetBlue Airways
American Airlines
Frontier Airlines
Delta
United
United
JetBlue Airways
Frontier Airlines
Delta
Delta
Delta
Sun Country Airlines

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 RIC 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 September, 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 Richmond Intl. 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 $112, 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 $112 right now, why wait?

Chester Flight Information
Destination airport
Richmond Intl.
Destination airport IATA code
RIC
Roundtrip price
$111

Last Minute Hotel Deals in Chester

Suburban Studios Chester

Suburban Studios Chester

2 out of 5
2403 W Hundred Rd Chester VA
Book a stay at this business-friendly hotel in Chester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Parker's Battery Park and The ...
7.8/10 Good! (587 reviews)
"This hotel is only good if you 100% need a place to sleep at night. We had roaches, spider and flies in our room. I also had dirty rags under my bed. Laundry room and lobby bathroom was out of order and when you turn the ac on, the room got filled with a potent mold smell. I will say the staff were ..."

Reviewed on Jun 25, 2026

Suburban Studios Chester
SpringHill Suites Chester

SpringHill Suites Chester

2.5 out of 5
12301 REDWATER CREEK ROAD Chester VA
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (832 reviews)
"Nice place to stay in the area. Beds were comfortable staff was super helpful when we needed a few things."

Reviewed on Jun 27, 2026

SpringHill Suites Chester
Fairfield Inn By Marriott Richmond Chester

Fairfield Inn By Marriott Richmond Chester

3 out of 5
12400 Redwater Creek Rd Chester VA
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff in our ...
8.2/10 Very Good! (955 reviews)
"Great amenities!"

Reviewed on Jun 24, 2026

Fairfield Inn By Marriott Richmond Chester
Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

3 out of 5
13148 Kingston Ave Chester VA
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
"很好的环境,员工服务很热情"

Reviewed on Jun 27, 2026

Hyatt Select Richmond/Chester
Comfort Inn Chester - Richmond South

Comfort Inn Chester - Richmond South

2.5 out of 5
2100 W Hundred Rd Chester VA
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,004 reviews)
"Bed and sheets clean and very comfortable comfortable!"

Reviewed on Jun 28, 2026

Comfort Inn Chester - Richmond South
Holiday Inn Express Chester by IHG

Holiday Inn Express Chester by IHG

2.5 out of 5
1911 W Hundred Rd Chester VA
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Parker's Battery Park and Henricus ...
8.2/10 Very Good! (519 reviews)
"The tub plug broken and it takes a long time for it to drain before the next person can use it"

Reviewed on Jun 27, 2026

Holiday Inn Express Chester by IHG
Quality Inn Chester - South Richmond

Quality Inn Chester - South Richmond

2.5 out of 5
12711 Old Stage Rd Chester VA
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (843 reviews)
"The front lobby reeked of mothballs. The hallway smelt like mold. The room was outdated and smelt like an ashtray. Had the heebee jeebies. The pool is closed. If I hadn’t already paid I would have left for somewhere else. The guy at the desk was super nice."

Reviewed on Jun 18, 2026

Quality Inn Chester - South Richmond
Red Roof Inn Chester

Red Roof Inn Chester

2 out of 5
2405 W Hundred Rd Chester VA
Stay at this hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7/10 Good! (933 reviews)
"It was clean. Rarely anyone at the desk but responsive when pushing the call button. Water pressure in sink was minimal, ok in the shower."

Reviewed on Jun 26, 2026

Red Roof Inn Chester
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.