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Chester

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Chester Flights as Low as $56

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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 13 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 $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
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$56

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! (392 reviews)
"The staff was very attentive. I had two double bed rooms, Both were fairly clean but had a distinct smell that worsen after we turned on the air conditioning unit. I pull our the filters and they were very very dirty. I cleaned both of them with towels in the room, but one room my granddaughter was ..."

Reviewed on May 18, 2026

Baymont by Wyndham Chester IL
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 ...
6.8/10 (966 reviews)
"It looks as if the property is undergoing a renovation. But it was still worthy of the stay. The renovation was not disruptive, or unsightly. Lots of parking close to a lot of different restaurants. Not far off the interstate as well. Would definitely book there again."

Reviewed on May 19, 2026

Baymont by Wyndham Festus
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! (983 reviews)
"Great breakfast in the morning with friendly staff. Got a good nights sleep."

Reviewed on May 18, 2026

La Quinta Inn & Suites by Wyndham Festus - St. Louis South
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! (70 reviews)
"Wonderful experience. Everything was lovely:)"

Reviewed on May 19, 2026

Postcard Cabins St Francois, Outdoor Collection by Marriott Bonvoy
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! (586 reviews)
"Room was spacious and very clean. Breakfast was excellent. Very friendly staff."

Reviewed on May 15, 2026

Holiday Inn Express & Suites Perryville by IHG
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! (1,000 reviews)
"Clean hotel"

Reviewed on May 18, 2026

Super 8 by Wyndham Perryville
Holiday Inn Express Hotel & Suites Sparta by IHG

Holiday Inn Express Hotel & Suites Sparta by IHG

2.5 out of 5
1301 N Market St Sparta IL
Book a stay at this business-friendly hotel in Sparta. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (400 reviews)
"It was a quick visit , hotel was nice , except for the mix up in room . Staff was nice and friendly , breakfast was good . Room was nice and clean , coffee pot was not , didn’t even use because it was dirty . Should probably rethink that , cause travelers like me wanna use a coffee pot in our rooms ..."

Reviewed on May 17, 2026

Holiday Inn Express Hotel & Suites Sparta by IHG
 Pinckeyville Inn and Suites

Pinckeyville Inn and Suites

2 out of 5
5700 Illinois Route 154 Pinckneyville IL
Book a stay at this business-friendly hotel in Pinckneyville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.4/10 (397 reviews)
"Poorly maintained- our room had not been cleaned."

Reviewed on May 11, 2026

Pinckeyville Inn and Suites
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.