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Chester

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Chester Flights as Low as $67

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

Frontier Airlines
Sun, Sep 6 - Fri, Sep 11
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$67 Roundtrip, found 3 hours ago
$67
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Sep 6 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Fri, Sep 11, priced at $67 found 3 hours ago
Frontier Airlines
Sun, Sep 6 - Mon, Sep 14
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$96 Roundtrip, found 1 hour ago
$96
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Sep 6 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Sep 14, priced at $96 found 1 hour ago
Frontier Airlines
Thu, Oct 15 - Fri, Oct 30
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Fri, Oct 30, priced at $97 found 1 day ago
Frontier Airlines
Fri, Oct 30 - Thu, Nov 19
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$102 Roundtrip, found 5 days ago
$102
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Oct 30 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Nov 19, priced at $102 found 5 days ago
Frontier Airlines
Mon, Oct 5 - Mon, Oct 19
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$106 Roundtrip, found 5 days ago
$106
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Oct 5 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Oct 19, priced at $106 found 5 days ago
Frontier Airlines
Sun, Sep 6 - Thu, Sep 17
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$109 Roundtrip, found 3 hours ago
$109
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Sep 6 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Sep 17, priced at $109 found 3 hours ago
Frontier Airlines
Sun, Oct 18 - Fri, Oct 30
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Oct 18 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Fri, Oct 30, priced at $111 found 5 days ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 16
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$177 Roundtrip, found 9 hours ago
$177
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Nov 16, priced at $177 found 9 hours ago
American Airlines
Fri, Oct 30 - Mon, Nov 16
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$183 Roundtrip, found 9 hours ago
$183
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Fri, Oct 30 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Nov 16, priced at $183 found 9 hours ago
Delta
Sun, Sep 6 - Mon, Sep 14
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$206 Roundtrip, found 1 hour ago
$206
Roundtrip
found 1 hour ago
Select Delta flight, departing Sun, Sep 6 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Sep 14, priced at $206 found 1 hour ago
United
Thu, Sep 24 - Sat, Sep 26
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$264 Roundtrip, found 4 days ago
$264
Roundtrip
found 4 days ago
Select United flight, departing Thu, Sep 24 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Sep 26, priced at $264 found 4 days ago
Delta
Wed, Nov 18 - Sat, Dec 5
MLI
Quad City Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Nov 18 from Quad City Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Dec 5, priced at $295 found 3 days ago
Delta
Sat, Nov 21 - Wed, Dec 2
TLH
Tallahassee Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$387 Roundtrip, found 6 days ago
$387
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Nov 21 from Tallahassee Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Dec 2, priced at $387 found 6 days ago
American Airlines
Wed, Aug 12 - Sat, Aug 15
CAE
Columbia Metropolitan
BWI
Baltimore Washington Intl. Thurgood Marshall
$394 Roundtrip, found 9 hours ago
$394
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Columbia Metropolitan to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Aug 15, priced at $394 found 9 hours ago
American Airlines
Tue, Aug 18 - Tue, Aug 25
BDA
L.F. Wade Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$518 Roundtrip, found 7 hours ago
$518
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Tue, Aug 18 from L.F. Wade Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Aug 25, priced at $518 found 7 hours ago
BermudAir
Thu, Oct 1 - Thu, Oct 15
BDA
L.F. Wade Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$557 Roundtrip, found 7 hours ago
$557
Roundtrip
found 7 hours ago
Select BermudAir flight, departing Thu, Oct 1 from L.F. Wade Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Oct 15, priced at $557 found 7 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 BWI 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 Easton - Newnam 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 $67, 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 $67 right now, why wait?

Chester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$67

Last Minute Hotel Deals in Chester

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,090 reviews)
"Property was clean but a bit dated , staff was exceptional, AC was loud"

Reviewed on Aug 9, 2026

Get rates
DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,943 reviews)
"The staff waited until exactly 04:00 to check us in. There were blood stains in our room. The mattress did not have a cover, had to use the linens."

Reviewed on Aug 11, 2026

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Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,020 reviews)
"We had a great time at this hotel. Room was clean and cozy we spent time in the pool which did look bigger in the pictures but we still had fun. I would definitely stay again."

Reviewed on Aug 10, 2026

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Crowne Plaza Annapolis by IHG
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.4/10 Exceptional! (1,014 reviews)
"The Graduate is a clean hotel. It is expensive and offers basically a room. Overnight parking is $35 - the public parking across the street 2 blocks down was only $10. There is no pool or spa, a small fitness room on the 2nd floor. In the lobby, you can get a cup of water from the water jugs. There ..."

Reviewed on Aug 10, 2026

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Graduate by Hilton Annapolis
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,014 reviews)
"We enjoyed our stay. Rooms were clean and the staff were very friendly. Looking forward to our next visit to St Michael’s. We would definitely stay here again."

Reviewed on Aug 11, 2026

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St Michaels Inn
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (967 reviews)
"When we checked in, on a humid 95 degree day, the staff lied to us and said that they were making a small adjustment and a/c was down but would be back up in an hour. Took our money, then, when we got to our room, a letter by the door said the a/c would not be fixed that day or night. Then, we found ..."

Reviewed on Aug 9, 2026

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Annapolis Waterfront Hotel, Autograph Collection
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,076 reviews)
"I love to travel so I have stayed at many hotels. And I do have to say wholeheartedly that this was one of my most comfortable stays anywhere in a very long time. The staff made the check-in process easy, and they were really sweet and patient. This was my first time staying somewhere by myself, ..."

Reviewed on Aug 11, 2026

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Country Inn & Suites by Radisson, Annapolis, MD
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
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Hilton Garden Inn Annapolis Downtown
See all 1,189 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.