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 $92

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

Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
JetBlue Airways
Bargain Flight
Spirit Airlines
JetBlue Airways
JetBlue Airways
Bargain Flight
Spirit Airlines
Delta
Bargain Flight
American Airlines
American 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 June, 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 13 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 $92, 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 $92 right now, why wait?

Chester Flight Information
Destination airport
Richmond Intl.
Destination airport IATA code
RIC
Roundtrip price
$92

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 ...
9/10 Wonderful! (597 reviews)
"The staff was friendly and professional, the room was clean and comfortable, and the breakfast buffet was quite substantial!"

Reviewed on May 25, 2025

SpringHill Suites Chester
Country Inn & Suites by Radisson, Chester, VA
Country Inn & Suites by Radisson, Chester, VA
3 out of 5
2406 W Hundred Rd, Chester, VA
Stay at this 3-star 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! (1,007 reviews)
"Cleaniness"

Reviewed on May 26, 2025

Country Inn & Suites by Radisson, Chester, VA
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! (350 reviews)
"A good price for what you get"

Reviewed on May 13, 2025

Suburban Studios Chester
Hyatt Place Richmond/Chester
Hyatt Place Richmond/Chester
3 out of 5
13148 Kingston Ave, Chester, VA
Stay at this 3-star business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,002 reviews)
"2 issues. Most important, we arrived on time, actually about 10 minutes early as we had a wedding to go to at 3:45 pm. We were told our room was not ready and it would take a few more minutes. It took over a half hour to be ready, so we were late getting to the affair, missing the entire ceremony. ..."

Reviewed on May 23, 2025

Hyatt Place Richmond/Chester
Fairfield Inn By Marriott Richmond Chester
Fairfield Inn By Marriott Richmond Chester
2.5 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! (773 reviews)
"Very easy and accessible to find, both for exiting and returning to the highway. Friendly people, very good breakfast, and best of all, they're pet-friendly. This is the second time I've stayed at the hotel and I like it."

Reviewed on May 21, 2025

Fairfield Inn By Marriott 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 ...
7.6/10 Good! (999 reviews)
"Staff was courteous and helpful."

Reviewed on May 18, 2025

Comfort Inn Chester - Richmond South
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 ...
6.8/10 (741 reviews)
Update
"Update amenities"

Reviewed on Mar 30, 2025

Quality Inn Chester - South Richmond
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 ...
8/10 Very Good! (394 reviews)
"Great customer service, breakfast available"

Reviewed on May 20, 2025

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.