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Chester

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Chester Flights as Low as $76

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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 MDH 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 14 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 Veterans Airport of Southern Illinois 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 $76, 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 $76 right now, why wait?

Chester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$76

Last Minute Hotel Deals in Chester

Baymont by Wyndham Chester IL

Baymont by Wyndham Chester IL

2.5 out of 5
2150 State Street Chester IL
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (396 reviews)
"No pool for kids"

Reviewed on Jun 1, 2026

Baymont by Wyndham Chester IL
La Quinta Inn & Suites by Wyndham Festus - St. Louis South

La Quinta Inn & Suites by Wyndham Festus - St. Louis South

3 out of 5
1001 Veterans Blvd Festus MO
Book a stay at this business-friendly hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,001 reviews)
"Not a good place to stay for more than 1 night. Small room. Breakfast was mostly pre-wrapped items. Not in a good location."

Reviewed on Jun 9, 2026

La Quinta Inn & Suites by Wyndham Festus - St. Louis South
Baymont by Wyndham Festus

Baymont by Wyndham Festus

3 out of 5
1200 W. Gannon Drive Festus MO
Book a stay at this family-friendly hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jorkerst Memorial Park and Sunset ...
Baymont by Wyndham Festus
Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy

2 out of 5
7555 State Hwy Y French Village MO
Stay at this cabin in French Village. Enjoy free parking, patios, and climate control.
9.8/10 Exceptional! (75 reviews)
"The best accomodation I have had for years. The staff is easy to answer any request as long the request is reasonable. I also highly recommend the place for its superb cleanliness and cozy."

Reviewed on May 31, 2026

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
Days Inn by Wyndham Perryville

Days Inn by Wyndham Perryville

2 out of 5
1500 Liberty Street Perryville MO
Book a stay at this business-friendly hotel in Perryville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Perryville Country Club and ...
6.8/10 (439 reviews)
"The first room we were given had not been cleaned; dirty towels on the floor, unmade bed. The 2nd room we were given had dirty sheets. The front desk gave us new sheets which when we went to put them on the bed were stained and when removing the dirty sheets, the mattress topper had blood on it. ..."

Reviewed on Jun 1, 2026

Days Inn by Wyndham Perryville
Holiday Inn Express & Suites Perryville by IHG

Holiday Inn Express & Suites Perryville by IHG

2.5 out of 5
2020 Jefferson St Perryville MO
Book a stay at this business-friendly hotel in Perryville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (593 reviews)
"Beautiful new hotel didn’t disappoint! Rey comfortable beds. Great breakfast and attentive staff keeping things filed for the best guest experience. I would definitely stop there again on my next trip through Perryville!"

Reviewed on Jun 7, 2026

Holiday Inn Express & Suites Perryville by IHG
Microtel Inn & Suites by Wyndham Sainte Genevieve

Microtel Inn & Suites by Wyndham Sainte Genevieve

2.5 out of 5
21958 Hwy 32 Ste Genevieve MO
Book a stay at this business-friendly hotel in Ste Genevieve. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (638 reviews)
"Mattress was very uncomfortable. Limited offering for breakfast."

Reviewed on Jun 11, 2026

Microtel Inn & Suites by Wyndham Sainte Genevieve
Super 8 by Wyndham Perryville

Super 8 by Wyndham Perryville

2 out of 5
1119 Vincent Dr Perryville MO
Book a stay at this business-friendly motel in Perryville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,003 reviews)
"Ok on cleanliness but needed more staff cleaning breakfast room"

Reviewed on Jun 10, 2026

Super 8 by Wyndham Perryville
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.