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Chester

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Chester Flights as Low as $108

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

Frontier Airlines
Thu, Aug 6 - Sun, Aug 23
MCO
Orlando Intl.
RIC
Richmond Intl.
$108 Roundtrip, found 5 hours ago
$108
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Orlando Intl. to Richmond Intl., returning Sun, Aug 23, priced at $108 found 5 hours ago
Frontier Airlines
Thu, Aug 6 - Thu, Aug 20
MCO
Orlando Intl.
RIC
Richmond Intl.
$118 Roundtrip, found 11 hours ago
$118
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Orlando Intl. to Richmond Intl., returning Thu, Aug 20, priced at $118 found 11 hours ago
Frontier Airlines
Tue, Aug 4 - Thu, Aug 20
MCO
Orlando Intl.
RIC
Richmond Intl.
$121 Roundtrip, found 11 hours ago
$121
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Orlando Intl. to Richmond Intl., returning Thu, Aug 20, priced at $121 found 11 hours ago
Delta
Tue, Aug 11 - Tue, Aug 25
MCO
Orlando Intl.
RIC
Richmond Intl.
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Aug 11 from Orlando Intl. to Richmond Intl., returning Tue, Aug 25, priced at $177 found 5 days ago
Breeze Airways
Fri, Jul 31 - Mon, Aug 17
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$189 Roundtrip, found 16 hours ago
$189
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Jul 31 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Mon, Aug 17, priced at $189 found 16 hours ago
American Airlines
Thu, Sep 17 - Mon, Sep 21
MCO
Orlando Intl.
RIC
Richmond Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Sep 17 from Orlando Intl. to Richmond Intl., returning Mon, Sep 21, priced at $197 found 3 days ago
JetBlue Airways
Fri, Jul 17 - Mon, Jul 20
MCO
Orlando Intl.
RIC
Richmond Intl.
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Jul 17 from Orlando Intl. to Richmond Intl., returning Mon, Jul 20, priced at $207 found 4 days ago
Delta
Wed, Sep 9 - Wed, Sep 9
TPA
Tampa Intl.
RIC
Richmond Intl.
$215 Roundtrip, found 4 days ago
$215
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Sep 9 from Tampa Intl. to Richmond Intl., returning Wed, Sep 9, priced at $215 found 4 days ago
JetBlue Airways
Wed, Jul 22 - Sat, Aug 8
BOS
Logan Intl.
RIC
Richmond Intl.
$227 Roundtrip, found 23 hours ago
$227
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Wed, Jul 22 from Logan Intl. to Richmond Intl., returning Sat, Aug 8, priced at $227 found 23 hours ago
Bargain Flight
Wed, Jun 10 - Sat, Jun 13
DTW
Detroit Metropolitan Wayne County
RIC
Richmond Intl.
$236 Roundtrip, found 3 days ago
$236
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, Jun 10 from Detroit Metropolitan Wayne County to Richmond Intl., returning Sat, Jun 13, priced at $236 found 3 days ago
Frontier Airlines
Tue, Jul 7 - Wed, Jul 8
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jul 7 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Wed, Jul 8, priced at $247 found 1 day ago
American Airlines
Mon, Jun 29 - Sun, Jul 5
PVD
T.F. Green
RIC
Richmond Intl.
$250 Roundtrip, found 11 hours ago
$250
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Jun 29 from T.F. Green to Richmond Intl., returning Sun, Jul 5, priced at $250 found 11 hours ago
JetBlue Airways
Thu, Jul 9 - Tue, Jul 21
PIT
Pittsburgh Intl.
RIC
Richmond Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jul 9 from Pittsburgh Intl. to Richmond Intl., returning Tue, Jul 21, priced at $263 found 1 day ago
Delta
Tue, Jun 30 - Sat, Jul 4
IND
Indianapolis Intl.
RIC
Richmond Intl.
$283 Roundtrip, found 13 hours ago
$283
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Jun 30 from Indianapolis Intl. to Richmond Intl., returning Sat, Jul 4, priced at $283 found 13 hours ago
Delta
Tue, Jun 16 - Tue, Jun 23
EWR
Newark Liberty Intl. Airport
RIC
Richmond Intl.
$362 Roundtrip, found 18 hours ago
$362
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Jun 16 from Newark Liberty Intl. Airport to Richmond Intl., returning Tue, Jun 23, priced at $362 found 18 hours ago
Bargain Flight
Mon, Nov 23 - Fri, Nov 27
PHX
Sky Harbor Intl.
RIC
Richmond Intl.
$448 Roundtrip, found 17 hours ago
$448
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Mon, Nov 23 from Sky Harbor Intl. to Richmond Intl., returning Fri, Nov 27, priced at $448 found 17 hours ago

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 August, 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 $108, 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 $108 right now, why wait?

Chester Flight Information
Destination airport
Richmond Intl.
Destination airport IATA code
RIC
Roundtrip price
$108

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! (569 reviews)
"We make check in room. She’s not clean."

Reviewed on May 31, 2026

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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! (808 reviews)
"Our room was clean and comfortable. There was one suspicious stain on the ottoman, but we didn’t let that bother us too much! The property is still nice right now, but if you look closely, we did notice small minor issues that the property management should consider taking care of. The lobby floor ..."

Reviewed on Jun 5, 2026

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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! (949 reviews)
"Room is clean and bed and bedclothing is great. bathroom is redesigned but toilet has not good condition. overall it was nice,"

Reviewed on May 31, 2026

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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! (1,006 reviews)
"Room was really nice and comfortable. Great stop on a road trip for an overnight rest. Bedding nice and comfortable-room spacious and clean, bathroom nicer than other competitive brands like Hampton Inn….tile/glass, nice living room and TV—backlit lighting overall great experience….very well lit ..."

Reviewed on Jun 1, 2026

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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! (1,012 reviews)
"Excellent"

Reviewed on Jun 6, 2026

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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 ...
6.6/10 (832 reviews)
"Very old property. Lights and switches were not working. Restroom toilet fan were not working. Toilet seat cover was broken. Room was ok type and clean moderate. M-Oven was working Refridgerator was working. Breakfast we didn’t had.. did not liked. 2/5 rating."

Reviewed on Jun 3, 2026

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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 ...
8.2/10 Very Good! (503 reviews)
"The room was nice, beds were comfortable, and bathroom was fine (good shower). Breakfast was very good and breakfast area was nice."

Reviewed on Jun 1, 2026

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Holiday Inn Express Chester by IHG
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! (1,002 reviews)
"Ice machine didn’t work. Shower head had very weak stream. Bed was comfortable tho"

Reviewed on Jun 6, 2026

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Country Inn & Suites by Radisson, Chester, VA
See all 1,029 properties in 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.