Cheap flights from Chester

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Chester Flight Information
Origin airport IATA code
BWI

Sourcing the best flights from Chester on ebookers

If you’re seeking a flight from Chester, you can swiftly and easily find exactly what you’re looking for using ebookers. Our easy-to-use tool will let you select the destination and ideal travel dates to immediately see which routes and airlines are available. Have a preferred airline in mind for the trip? You can filter your ebookers search to see if they have flights from BWI. For more bespoke options, you can also set your search for multiple destinations and flights that are refundable, so you can have the most relevant information in moments.

Getting the best deal on a cheap flight from BWI

There are a few golden rules for keeping costs low when booking flights from Chester. The first thing to think about is being flexible on your travel dates. It can help to shift your departure by a day, or even a few hours, as prices can vary by significant amounts. Use ebookers to compare and contrast your options ahead of time, and you can make a savvy decision. Want more savings? If book the hotel at your chosen destination through ebookers while also arranging your flight from Chester, you can get a discount of up to 15% off the total price. For help on which pad to pick, you can make use of our snappy hotel descriptions, which are accompanied by useful photos.

Getting things going at your destination

With ebookers, you don’t just have access to the latest, constantly updated information on flights from BWI. You can also get inspiration on the most interesting things to get up to when you’re there. Just check out our Things to Do tool and you’ll soon be drawing up an exciting itinerary. And if you’re keen to take in as much of the wider area as possible, you could also look into the best car hire deals and have your very own set of wheels waiting, so you can roam to your heart’s content.

Featured Hotels near Chester

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Chester MD
During your stay at this holiday home, you'll be close to Island Dog Park. Free WiFi in public areas and laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
10/10 Exceptional! (126 reviews)
Perfect vacation home....large and comfortable.....relaxing, peaceful, close to bike trails, a great homebase for sightseeing many small towns...loved meeting the homeowner, very friendly..

Reviewed on 14 Sept 2025

Opens in a new windowWaterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
The price is €168 per night from 29 Mar to 30 Mar
€168
29 Mar - 30 Mar
includes taxes & fees
Graduate by Hilton Annapolis's great location gets high marks from our customers. During your stay, you're just a quick walk from Annapolis Civil Rights Plaque. You'll find features such as free WiFi in public areas, plus a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
9.4/10 Exceptional! (1,003 reviews)
The hotel has cute and trendy decor. It’s located centrally nearby many restaurants and coffee shops around. Our room was clean and spacious. Check in was easy and on point. We had no issues with this hotel. This is my second Graduate hotel that I’m staying in and they are very efficient.

Reviewed on 16 Mar 2026

Opens in a new windowGraduate by Hilton Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Historic Inns of Annapolis's great location gets high marks from our customers. During your stay, you're just a quick walk from U.S. Naval Academy. Enjoy features like free WiFi in public areas, plus a 24-hour gym and a bar.
9/10 Wonderful! (1,879 reviews)
The elevator was not working the entire time.

Reviewed on 13 Mar 2026

Opens in a new windowHistoric Inns of Annapolis
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Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is €109 per night from 22 Mar to 23 Mar
€109
22 Mar - 23 Mar
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Annapolis by IHG. During your stay, you're just a quick walk from Westfield Annapolis Mall. You'll find features such as free WiFi in public areas and free self-parking, plus an indoor pool.
8.8/10 Excellent! (1,005 reviews)
Clean room

Reviewed on 16 Mar 2026

Opens in a new windowCrowne Plaza Annapolis by IHG
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
The price is €97 per night from 5 Apr to 6 Apr
€97
5 Apr - 6 Apr
includes taxes & fees
Hilton Garden Inn Annapolis Downtown's great location gets high marks from our customers. During your stay, you're just a quick walk from Annapolis Civil Rights Plaque. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
8.6/10 Excellent! (1,005 reviews)
The man working the front desk when I arrived was very friendly and helpful. He is a great part of your team. I only regret that I do not remember his name.

Reviewed on 15 Mar 2026

Opens in a new windowHilton Garden Inn Annapolis Downtown
Waterfront Sunset Bayview: sleeps 6

Waterfront Sunset Bayview: sleeps 6

Chester MD
During your stay at this holiday home, you'll be close to Bodkin Island. Laundry facilities are available. The holiday home includes amenities such as a kitchen and 2.5 bathrooms.
Opens in a new windowWaterfront Sunset Bayview: sleeps 6
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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.

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.