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Chester

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Chester Flights as Low as $257

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

American Airlines
Thu, Sep 17 - Fri, Sep 18
BOS
Logan Intl.
TTN
Mercer
$257 Roundtrip, found 5 days ago
$257
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 17 from Logan Intl. to Mercer, returning Fri, Sep 18, priced at $257 found 5 days ago
American Airlines
Sat, Sep 26 - Sun, Oct 4
BOS
Logan Intl.
ILG
New Castle
$258 Roundtrip, found 17 hours ago
$258
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Sep 26 from Logan Intl. to New Castle, returning Sun, Oct 4, priced at $258 found 17 hours ago
Southwest Airlines
Mon, Nov 9 - Wed, Nov 11
BOS
Logan Intl.
PHL
Philadelphia Intl.
$275 Roundtrip, found 3 hours ago
$275
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Mon, Nov 9 from Logan Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $275 found 3 hours ago
American Airlines
Mon, Nov 9 - Wed, Nov 11
BOS
Logan Intl.
PHL
Philadelphia Intl.
$275 Roundtrip, found 3 hours ago
$275
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Logan Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $275 found 3 hours ago
JetBlue Airways
Mon, Nov 9 - Wed, Nov 11
BOS
Logan Intl.
PHL
Philadelphia Intl.
$275 Roundtrip, found 3 hours ago
$275
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Mon, Nov 9 from Logan Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $275 found 3 hours ago
Delta
Mon, Nov 9 - Wed, Nov 11
BOS
Logan Intl.
PHL
Philadelphia Intl.
$275 Roundtrip, found 3 hours ago
$275
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, Nov 9 from Logan Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $275 found 3 hours ago
JetBlue Airways
Sat, Nov 7 - Sun, Nov 8
BOS
Logan Intl.
PHL
Philadelphia Intl.
$279 Roundtrip, found 3 hours ago
$279
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Sat, Nov 7 from Logan Intl. to Philadelphia Intl., returning Sun, Nov 8, priced at $279 found 3 hours ago
American Airlines
Mon, Nov 9 - Wed, Nov 11
BOS
Logan Intl.
PHL
Philadelphia Intl.
$285 Roundtrip, found 3 hours ago
$285
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Logan Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $285 found 3 hours ago
American Airlines
Sat, Nov 7 - Sun, Nov 8
BOS
Logan Intl.
PHL
Philadelphia Intl.
$289 Roundtrip, found 3 hours ago
$289
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Nov 7 from Logan Intl. to Philadelphia Intl., returning Sun, Nov 8, priced at $289 found 3 hours ago
Southwest Airlines
Mon, Nov 9 - Wed, Nov 11
BOS
Logan Intl.
PHL
Philadelphia Intl.
$291 Roundtrip, found 3 hours ago
$291
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Mon, Nov 9 from Logan Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $291 found 3 hours ago
United
Fri, Nov 6 - Sat, Nov 7
BOS
Logan Intl.
PHL
Philadelphia Intl.
$292 Roundtrip, found 6 days ago
$292
Roundtrip
found 6 days ago
Select United flight, departing Fri, Nov 6 from Logan Intl. to Philadelphia Intl., returning Sat, Nov 7, priced at $292 found 6 days ago
United
Mon, Nov 9 - Wed, Nov 11
BOS
Logan Intl.
PHL
Philadelphia Intl.
$295 Roundtrip, found 3 hours ago
$295
Roundtrip
found 3 hours ago
Select United flight, departing Mon, Nov 9 from Logan Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $295 found 3 hours ago
American Airlines
Thu, Sep 17 - Fri, Sep 18
BOS
Logan Intl.
TTN
Mercer
$298 Roundtrip, found 6 days ago
$298
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Sep 17 from Logan Intl. to Mercer, returning Fri, Sep 18, priced at $298 found 6 days ago
United
Sat, Nov 7 - Sun, Nov 8
BOS
Logan Intl.
PHL
Philadelphia Intl.
$299 Roundtrip, found 3 hours ago
$299
Roundtrip
found 3 hours ago
Select United flight, departing Sat, Nov 7 from Logan Intl. to Philadelphia Intl., returning Sun, Nov 8, priced at $299 found 3 hours ago
Southwest Airlines
Sat, Nov 7 - Sun, Nov 8
BOS
Logan Intl.
PHL
Philadelphia Intl.
$300 Roundtrip, found 3 hours ago
$300
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, Nov 7 from Logan Intl. to Philadelphia Intl., returning Sun, Nov 8, priced at $300 found 3 hours ago
American Airlines
Mon, Nov 9 - Wed, Nov 11
BOS
Logan Intl.
PHL
Philadelphia Intl.
$306 Roundtrip, found 3 hours ago
$306
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Logan Intl. to Philadelphia Intl., returning Wed, Nov 11, priced at $306 found 3 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 ILG 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 Philadelphia 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 $257, 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 $257 right now, why wait?

Chester Flight Information
Destination airport
Philadelphia Intl.
Destination airport IATA code
PHL
Roundtrip price
$38

Last Minute Hotel Deals in Chester

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
1628 Chestnut St Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
9/10 Wonderful! (4,849 reviews)
"One of the worst experiences I’ve ever had at a hotel. I had a woman go into my hotel room without permission and I asked for video footage and they told me that they didn’t find it. I’m pretty sure they just lied about it and things are missing for my room. Never stay here this place is ..."

Reviewed on Sep 9, 2026

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Club Quarters Hotel Rittenhouse Square, Philadelphia
The Windsor Suites

The Windsor Suites

4 out of 5
1700 Ben Franklin Pkwy Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (3,215 reviews)
"The room was clean and the staff were very helpful."

Reviewed on Sep 9, 2026

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The Windsor Suites
Sofitel Philadelphia at Rittenhouse Square

Sofitel Philadelphia at Rittenhouse Square

4.5 out of 5
120 S 17th St Philadelphia PA
Book a stay at this luxury hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
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Sofitel Philadelphia at Rittenhouse Square
Motto by Hilton Philadelphia Rittenhouse Square

Motto by Hilton Philadelphia Rittenhouse Square

3.5 out of 5
31 S 19th St Philadelphia PA
Stay at this hotel in Philadelphia. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. ...
9/10 Wonderful! (2,459 reviews)
"Only thing that was an issue was lack of ice bucket. We had to keep using the disposable cups for ice. But overall, we thoroughly enjoyed our stay!"

Reviewed on Sep 8, 2026

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Motto by Hilton Philadelphia Rittenhouse Square
Loews Philadelphia Hotel

Loews Philadelphia Hotel

4 out of 5
1200 Market St Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
9.4/10 Exceptional! (2,034 reviews)
"Great location - close to subway and very centrally located and walkable to all the tourist locations. Great room - bed was comfy, shower had great water pressure, nice linens Facility - enjoyed having a nice restaurant and bar available late into the evenings, food was good. Breakfast brunch was ..."

Reviewed on Sep 8, 2026

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Loews Philadelphia Hotel
Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
4509 Island Ave Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.6/10 Good! (4,859 reviews)
"I liked the location of the hotel. The lobby is very nice and the room was decent. The bathroom was dirty upon arrival and they cleaned it upon request."

Reviewed on Sep 9, 2026

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Doubletree by Hilton Philadelphia Airport
Philadelphia Marriott Downtown

Philadelphia Marriott Downtown

4 out of 5
1201 Market St Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
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Philadelphia Marriott Downtown
Wyndham Philadelphia Historic District

Wyndham Philadelphia Historic District

3.5 out of 5
400 Arch Street Philadelphia PA
Book a stay at this business-friendly hotel in Philadelphia. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.4/10 Very Good! (3,930 reviews)
"Newish/Refurbished property very well located to Historic Area. Ideal & easy to walkabout & visit many areas of interest. Rooms were good size & well furnished with all amenities. Rooms were clean, tidy & well maintained. Staff at hotel were welcoming, friendly & helpful. Enjoyed our stay & would ..."

Reviewed on Sep 9, 2026

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Wyndham Philadelphia Historic District
See all 3,151 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.

Top Hotels With Free Airport Shuttle

Philadelphia Airp South Widener University

Philadelphia Airp South Widener University

2.5 out of 5
1450 Providence Avenue Chester PA
Stay at this hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.2/10 Good! (1,000 reviews)
"My Experience at this hotel was phenomenal and definitely will come back again"

Reviewed on Sep 5, 2026

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Philadelphia Airp South Widener University
Comfort Inn Philadelphia International Airport West

Comfort Inn Philadelphia International Airport West

3 out of 5
1300 Providence Ave Chester PA
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 ...
7/10 Good! (1,131 reviews)
"The worst place I ever been I don’t recommend nobody to go there never pay Front. They don’t give a refund. Enjoy your trip in a different hotel."

Reviewed on Sep 8, 2026

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Comfort Inn Philadelphia International Airport West
See all 3,151 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.