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Chester

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Chester Flights as Low as $52

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

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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 March, 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 $52, 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 $52 right now, why wait?

Chester Flight Information
Destination airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport IATA code
BWI
Roundtrip price
$52

Last Minute Hotel Deals in Chester

Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
The price is $152 per night from Mar 30 to Mar 31
$152
includes taxes & fees
Mar 30 - Mar 31
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 ...
8.8/10 Excellent! (1,724 reviews)
"Superb location. Very nice rooms with ample space and great decor. Friendly and responsive staff. There were a couple items that kept it from 5 star. The hotel hosts many outside events in their ballroom during the day and the only access is through the main lobby. Attendees walk through the small ..."

Reviewed on Feb 26, 2025

Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
The price is $101 per night from Mar 9 to Mar 10
$101
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3.5-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,006 reviews)
"Stayed for one night here at the Crowne and had a great stay. The room was nice with comfy beds. The hotel was near lots of restaurants and had its own bar restaurant as well. Food was decent. Downtown Annapolis is only about 10 minutes away. Would definitely stay here again when in Annapolis."

Reviewed on Mar 2, 2025

Crowne Plaza Annapolis, an IHG Hotel
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4 out of 5
210 Holiday Court, Annapolis, MD
The price is $106 per night from Mar 16 to Mar 17
$106
includes taxes & fees
Mar 16 - Mar 17
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 ...
8.4/10 Very Good! (1,003 reviews)
Great with minor noise
"Nice room but it was a double with door in between and we could really hear the other room. Otherwise pretty quiet. Very nice receptionist who put us where we asked. Had drinks at bar but didn’t eat there."

Reviewed on Mar 4, 2025

DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
The price is $173 per night from Mar 16 to Mar 17
$173
includes taxes & fees
Mar 16 - Mar 17
Stay at this 4-star 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! (1,005 reviews)
"Front desk staff very nice, room was clean & comfortable."

Reviewed on Mar 2, 2025

Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
The price is $104 per night from Mar 16 to Mar 17
$104
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star 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! (1,007 reviews)
"Very convenient--walk to everything from here, and also on a bus line. You don't need a car."

Reviewed on Mar 3, 2025

Hilton Garden Inn Annapolis Downtown
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
The price is $124 per night from Mar 9 to Mar 10
$124
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
9/10 Wonderful! (1,001 reviews)
"Very clean and spacious rooms! Staff is incredibly friendly!"

Reviewed on Feb 25, 2025

SpringHill Suites by Marriott Annapolis
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
The price is $147 per night from Mar 7 to Mar 8
$147
includes taxes & fees
Mar 7 - Mar 8
Stay at this 4-star spa hotel in Annapolis. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,003 reviews)
Comfortable room and friendly staff
"We enjoyed our 2 nights at the Weston. They were undergoing renovations but it well away from our room. I didn’t like that we were expected to pay $10/a night for WiFi and $8 for a bottle of Fiji water!"

Reviewed on Mar 2, 2025

The Westin Annapolis
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
The price is $141 per night from Mar 13 to Mar 14
$141
includes taxes & fees
Mar 13 - Mar 14
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9.4/10 Exceptional! (491 reviews)
"Location"

Reviewed on Mar 3, 2025

Hyatt Place Kent Narrows & Marina
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.