Cheap Flights to Chester from $41

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How Much Does it Cost To Fly To Chester?

The cheapest prices found with in the last 7 days for return flights were $82 and $41 for one-way flights to Chester for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
FLLRichmondJune 28 to June 29$87
MCORichmondSeptember 4 to September 11$92
LGARichmondSeptember 6 to September 13$110
BOSRichmondAugust 12 to August 12$132
ATLRichmondJune 25 to June 28$165
DALRichmondAugust 25 to August 26$181
LAXRichmondSeptember 4 to September 7$204
DENRichmondSeptember 10 to September 17$272
SEARichmondSeptember 10 to September 20$285
FCORichmondSeptember 13 to September 17$736
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCORichmondJune 21 to June 30$114
FLLRichmondJune 20 to June 25$171
JFKRichmondJune 20 to July 5$187
ATLRichmondJune 21 to June 23$256
BOSRichmondJune 21 to June 25$358
DALRichmondJune 21 to June 30$398
LAXRichmondJune 22 to June 27$421
DENRichmondJune 21 to June 30$574
SEARichmondJune 20 to June 22$854
*Prices include taxes and fees

Chester Flight Information

Traveling to
Chester
Lowest Price
$82
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Chester Accommodation Deals

Super 8 by Wyndham Chester/Richmond Area

Super 8 by Wyndham Chester/Richmond Area

2 out of 5
2421 Southland Dr, 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 The ...
6/10 (677 reviews)
"It was convenient because it was kind of late when I checked in. I loved the area."

Reviewed on Jun 12, 2025

Super 8 by Wyndham Chester/Richmond Area
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! (1,000 reviews)
"Room was spacious, clean, comfortable. Bed and pillows super comfy. Hot buffet breakfast had nice options and very tasty: waffles, french toast, sausage, eggs, assorted pastries, fresh fruit, yogurt and cereals. Staff friendly and helpful. Nice pool and exercise room. Non-smoking facility. A few ..."

Reviewed on Jun 6, 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! (356 reviews)
"I liked the cleanliness of my room, but I can’t give perfect grades because I saw roaches outside on two different days. And one of my towels had a brown smear on it (that one got immediately tossed to the floor for a replacement). And the room had a weird smell to it. Like being on a beach near ..."

Reviewed on Jun 11, 2025

Suburban Studios Chester
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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 ...
7.4/10 Good! (998 reviews)
"Staff was courteous and helpful."

Reviewed on May 18, 2025

Comfort Inn Chester - Richmond South
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.

Luxury Hotels in Chester

Hampton Inn Chester

Hampton Inn Chester

2.5 out of 5
12610 Chestnut Hill Rd, Chester, VA
Stay at this hotel in Chester. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
8/10 Very Good! (641 reviews)
"Always wonderful"

Reviewed on May 29, 2025

Hampton Inn 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! (1,000 reviews)
"Room was spacious, clean, comfortable. Bed and pillows super comfy. Hot buffet breakfast had nice options and very tasty: waffles, french toast, sausage, eggs, assorted pastries, fresh fruit, yogurt and cereals. Staff friendly and helpful. Nice pool and exercise room. Non-smoking facility. A few ..."

Reviewed on Jun 6, 2025

Country Inn & Suites by Radisson, Chester, VA
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.

Family Friendly Hotels in 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! (1,000 reviews)
"Room was spacious, clean, comfortable. Bed and pillows super comfy. Hot buffet breakfast had nice options and very tasty: waffles, french toast, sausage, eggs, assorted pastries, fresh fruit, yogurt and cereals. Staff friendly and helpful. Nice pool and exercise room. Non-smoking facility. A few ..."

Reviewed on Jun 6, 2025

Country Inn & Suites by Radisson, Chester, VA
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! (779 reviews)
"Bed was comfortable & shower hot."

Reviewed on Jun 8, 2025

Fairfield Inn By Marriott Richmond 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! (1,000 reviews)
"Nice"

Reviewed on Jun 11, 2025

Hyatt Place Richmond/Chester
Save an average of 15% on thousands of hotels when you're signed in
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 ...
7.4/10 Good! (998 reviews)
"Staff was courteous and helpful."

Reviewed on May 18, 2025

Comfort Inn Chester - Richmond South
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.

Best Chester Flight and Hotel Packages

Chester flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Westgate Historic Williamsburg Resort
Barsala At Sphere Apartments
The Commonwealth
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Need a Car For After Your Flight?

Lowest prices found within the past 13 hours. Prices and availability subject to change. Additional terms may apply.

Plane Tickets To Chester

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chester. Browse through our inventory to explore a wide range of cheap flights to Chester to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chester as you anxiously await to exit the plane and explore what Chester has to offer. Considering all the amazing local food and culture in Chester, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chester to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chester without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chester with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chester today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.