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Chester

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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 , 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  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 , 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  right now, why wait?

Chester Flight Information
Destination airport
Chester
Destination airport IATA code
MDH

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! (338 reviews)
"Breakfast sasuage and eggs could have been warmer. There were only empty containers of shampoo and soap in the shower. Other than these issues the stay was pleasant and would stay again."

Reviewed on Oct 15, 2025

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
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! (863 reviews)
"Clean rooms,breakfast"

Reviewed on Oct 14, 2025

La Quinta Inn & Suites by Wyndham Festus - St. Louis South
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! (519 reviews)
"It was decent"

Reviewed on Oct 14, 2025

Holiday Inn Express & Suites Perryville by IHG
Baymont by Wyndham Festus

Baymont by Wyndham Festus

3 out of 5
1200 W. Gannon Drive, Festus, MO
Stay at this 3-star family-friendly hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jorkerst Memorial Park and Sunset ...
6.8/10 (903 reviews)
"I really don't want to give them a lousy review because they are trying to do repairs on the building. Beds were comfy, breakfast was good, tv works, and a nice shower!"

Reviewed on Oct 13, 2025

Baymont by Wyndham Festus
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! (918 reviews)
"Room was clean. Customer service was good. Safe area to walk around outside and in the general area. The one thing I was disappointed in was the breakfast."

Reviewed on Oct 9, 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! (354 reviews)
"Hot tub/pool had high chlorine that your eyes burned, other people who didnt even swim. Service, food, cleanliness was good otherwise."

Reviewed on Oct 12, 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! (600 reviews)
"Everything was great except TV n WiFi out first night. Staff was grest"

Reviewed on Oct 10, 2025

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

Super 8 by Wyndham Waterloo

2 out of 5
112 Warren Dr, Waterloo, IL
Stay at this motel in Waterloo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions ...
7.4/10 Good! (362 reviews)
"Poor breakfast selection and towels were falling apart"

Reviewed on Oct 11, 2025

Super 8 by Wyndham Waterloo
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.