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Chester

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Chester Flights as Low as $90

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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 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 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 $90, 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 $90 right now, why wait?

Chester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$89

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 ...
8.6/10 Excellent! (313 reviews)
"Everything was great. Would stay again"

Reviewed on Jun 29, 2025

Baymont by Wyndham Chester IL
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! (577 reviews)
Gross cleaning service in front of guests at bkfst
"The first morning we ate breakfast (24th) as we were in the breakfast room I witnessed a female cleaning the area. She used a rag to scrub at the floor in front of the coffee machine. Nothing unusual, but I kept watching. She then stood up, rinsed out the rag then immediately started to wipe down ..."

Reviewed on Jun 27, 2025

Microtel Inn & Suites by Wyndham Sainte Genevieve
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! (476 reviews)
"Was clean. Pool was nice. Breakfast was good"

Reviewed on Jun 12, 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! (807 reviews)
Dog friendly.
"Super easy check in. Dog friendly!"

Reviewed on Jun 30, 2025

La Quinta Inn & Suites by Wyndham Festus - St. Louis South
Super 8 by Wyndham Okawville
Super 8 by Wyndham Okawville
2 out of 5
812 North Hen House Road, Okawville, IL
Book a stay at this business-friendly motel in Okawville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Park and Rainbow Ranch ...
7.2/10 Good! (276 reviews)
"The room was clean and comfortable exactly what we needed for the night."

Reviewed on Jun 25, 2025

Super 8 by Wyndham Okawville
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! (332 reviews)
"It"

Reviewed on Jun 18, 2025

Holiday Inn Express Hotel & Suites Sparta 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! (874 reviews)
"Ok"

Reviewed on Jul 3, 2025

Super 8 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! (12 reviews)
"Property was as it appeared in pictures. Perfect for an unplugged getaway."

Reviewed on Jun 23, 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.