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 $175

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

Frontier Airlines
Breeze Airways
Delta
Delta
Frontier Airlines
Frontier Airlines
Delta
Accessrail
Frontier Airlines
Bargain Flight
United
Bargain Flight
Accessrail
Delta
United
Delta

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 14 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 $175, 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 $175 right now, why wait?

Chester Flight Information
Destination airport
Richmond Intl.
Destination airport IATA code
RIC
Roundtrip price
$175

Last Minute Hotel Deals in 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! (797 reviews)
"This was a very average location."

Reviewed on May 19, 2026

SpringHill Suites 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 ...
8/10 Very Good! (549 reviews)
"Garbage everywhere. Carpet in the halls were filthy. Bathtub had hole in it. Water was lukewarm."

Reviewed on May 5, 2026

Suburban Studios 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! (945 reviews)
"Staff very friendly. Breakfast excellent. Large variety of hot/cold food"

Reviewed on May 23, 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! (1,000 reviews)
"Front desk manager Karen was fantastic. She de escalated an issue properly and effectively. It is not easy to address hotel guests who arrive after 10pm and have to inform them their room type is no longer available due to issues with the hotel. I appreciate her due diligence !"

Reviewed on May 18, 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! (1,002 reviews)
"My wife and I stayed here last year and it was ok. This year, not so much. The same elevator that was out-of-service last year was unavailable again. The only working ice machine was on the 4th floor. In the room we were assigned, the sink faucet waterflow was a trickle...20 sec to fill a coffee ..."

Reviewed on May 20, 2026

Comfort Inn Chester - Richmond South
Country Inn & Suites by Radisson, Chester, VA

Country Inn & Suites by Radisson, Chester, VA

3 out of 5
2406 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 ...
7.6/10 Good! (1,000 reviews)
"Clean the rooms better the first one they put is in was damaged and had a weird smell and ant problem but then they put us in another room that was great smelled better and clean"

Reviewed on May 19, 2026

Country Inn & Suites by Radisson, Chester, VA
Hampton Inn by Hilton Chester South

Hampton Inn by Hilton Chester South

2.5 out of 5
12610 Chestnut Hill Rd Chester VA
Stay at this hotel in Chester. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
8/10 Very Good! (752 reviews)
"Na"

Reviewed on May 22, 2026

Hampton Inn by Hilton Chester 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! (496 reviews)
"Hotel is very clean, staff was very polite, parking area was safe, and the breakfast was delicious"

Reviewed on May 12, 2026

Holiday Inn Express Chester by IHG
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.