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Chester Flights as Low as $113

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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 July, 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 Williamson County Regional 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 $113, 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 $113 right now, why wait?

Chester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$113

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 and the property ...
8.4/10 Very Good! (301 reviews)
"Staff was quite courteous and accommodating for a late night arrival. The rooms are basic and clean. There's a little evidence of things falling apart here and there but nothing alarming. Breakfast is simple and filling."

Reviewed on May 18, 2025

Baymont by Wyndham Chester IL
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! (466 reviews)
"The staff was very friendly. The room was comfortable. The hotel looked new."

Reviewed on May 21, 2025

Holiday Inn Express & Suites Perryville by IHG
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
Stay at this 3-star business-friendly hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (789 reviews)
"Great place to stay"

Reviewed on May 4, 2025

La Quinta Inn & Suites by Wyndham Festus - St. Louis South
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! (860 reviews)
"Very nice hotel. Great breakfast and helpful staff."

Reviewed on May 21, 2025

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! (324 reviews)
Overall good
"The room was clean and comfortable. The bed and pillows were great. The only issue was the room darkening blinds for our room were broken and couldn't be lowered, so the very bright lights from the neighboring car dealership shined in as we tried to fall asleep. We didn't realize this until we were ..."

Reviewed on May 10, 2025

Holiday Inn Express Hotel & Suites Sparta 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 ...
8.6/10 Excellent! (568 reviews)
"This property worked for the price and was close to family"

Reviewed on May 12, 2025

Microtel Inn & Suites by Wyndham Sainte Genevieve
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 (399 reviews)
A good place to sleep
"We were looking for a place to sleep during our road trip so we checked in late and left early. The room was clean. You can tell they were trying to do updates. The lamps in the room were still in plastic. Breakfast area was bright and welcoming."

Reviewed on May 10, 2025

Days Inn by Wyndham Perryville
Postcard Cabins St. Francois
Postcard Cabins St. Francois
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.
10/10 Exceptional! (7 reviews)
Will definitely be back!
"I only got to stay one night as it was convenient for me. The communication was amazing. The cabin had everything we needed and more. We will definitely be coming back for a longer stay."

Reviewed on May 19, 2025

Postcard Cabins St. Francois
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.