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Chester

Name: Courtyard by Marriott Annapolis
Rating: 8.6

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Chester Flights as Low as $56

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

All deals

One way

Roundtrip

Tue, Aug 25 - Tue, Aug 25

ATL

Hartsfield-Jackson Atlanta Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$56

Roundtrip

found 5 hours ago

Tue, Aug 11 - Tue, Aug 25

ATL

Hartsfield-Jackson Atlanta Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$76

Roundtrip

found 21 hours ago

Wed, Aug 5 - Tue, Aug 25

ATL

Hartsfield-Jackson Atlanta Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$78

Roundtrip

found 21 hours ago

Wed, Aug 19 - Sun, Sep 6

ATL

Hartsfield-Jackson Atlanta Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$83

Roundtrip

found 21 hours ago

Tue, Jul 21 - Tue, Jul 28

ATL

Hartsfield-Jackson Atlanta Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$88

Roundtrip

found 2 days ago

Tue, Jul 28 - Tue, Aug 18

MCO

Orlando Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$95

Roundtrip

found 5 hours ago

Tue, Jul 7 - Tue, Jul 14

CLT

Charlotte-Douglas Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$124

Roundtrip

found 3 days ago

Tue, Aug 25 - Tue, Aug 25

ATL

Hartsfield-Jackson Atlanta Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$177

Roundtrip

found 5 hours ago

Tue, Aug 25 - Tue, Aug 25

ATL

Hartsfield-Jackson Atlanta Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$197

Roundtrip

found 5 hours ago

Wed, Aug 12 - Tue, Aug 25

LAX

Los Angeles Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$244

Roundtrip

found 18 hours ago

Tue, Jul 28 - Tue, Aug 18

MCO

Orlando Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$287

Roundtrip

found 5 hours ago

Tue, Aug 18 - Wed, Sep 2

SEA

Seattle - Tacoma Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$299

Roundtrip

found 9 hours ago

Tue, Aug 25 - Tue, Aug 25

ATL

Hartsfield-Jackson Atlanta Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$345

Roundtrip

found 5 hours ago

Wed, Sep 2 - Tue, Sep 8

LAX

Los Angeles Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$357

Roundtrip

found 5 days ago

Tue, Jul 28 - Tue, Sep 1

PAE

Seattle Paine Field Intl. Airport

BWI

Baltimore Washington Intl. Thurgood Marshall

$423

Roundtrip

found 1 day ago

Fri, Aug 21 - Thu, Nov 26

LAX

Los Angeles Intl.

BWI

Baltimore Washington Intl. Thurgood Marshall

$553

Roundtrip

found 1 day 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 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 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 $56, 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 $56 right now, why wait?

Chester Flight Information
Destination airport	Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code	BWI
Roundtrip price	$56

Last Minute Hotel Deals in Chester

Historic Inns of Annapolis

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! (1,871 reviews)

"Excellent location, walking distance to everything we had plans on seeing"

Reviewed on Jun 9, 2026

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DoubleTree by Hilton Hotel Annapolis

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! (1,015 reviews)

"The bed and sheets were very comfortable for quality sleeping. Nice towels as well. Air conditioning was loud. The attached restaurant had wonderful food. The pool was great, even a lifeguard on duty! The traffic unfortunately is loud from the highway."

Reviewed on Jun 9, 2026

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Crowne Plaza Annapolis by IHG

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! (1,015 reviews)

"The hot tub was out of service. The restaurant was never open when we wanted to dine there. The bathroom in the room had an odor. Otherwise the stay was suitable for the couple of nights my husband and I stayed."

Reviewed on Jun 9, 2026

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Graduate by Hilton Annapolis

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! (1,006 reviews)

"It was a great place to stay."

Reviewed on Jun 7, 2026

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Hilton Garden Inn Annapolis Downtown

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 ...

8.6/10 Excellent! (1,019 reviews)

"The hotel is located not far from the historic district of Annapolis. It is a nice walk towards this area. The hotel staff at the reception are very welcoming. The room is nice. I didn’t like the carpet, but it’s a matter of taste ))) Selection for breakfast is very good and tastes good, but on the ..."

Reviewed on Jun 10, 2026

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Country Inn & Suites by Radisson, Annapolis, MD

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! (1,035 reviews)

"The room was spotless and the staff was very helpful and courteous.. hotel was very quiet and comfortable"

Reviewed on Jun 9, 2026

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Annapolis Waterfront Hotel, Autograph Collection

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! (936 reviews)

"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"

Reviewed on Jun 5, 2026

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Courtyard by Marriott Annapolis

2559 Riva Rd Annapolis MD

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...

8.6/10 Excellent! (1,002 reviews)

"Everything was perfect at this hotel. From Kim, at check-in, to having access to The Bistro until 10PM for snacks and beverages, coffee and cocktails, it was perfect. Incredibly clean and well maintained. The furniture in the rooms was high-end and beautiful. the rugs throughout were spotless. The ..."

Reviewed on Jun 9, 2026

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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.

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