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Chester

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Chester Flights as Low as $87

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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 June, 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 $87, 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 $87 right now, why wait?

Chester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$87

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
The price is $103 per night from May 4 to May 5
$103
includes taxes & fees
May 4 - May 5
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! (293 reviews)
"The staff was wonderful and accomodating to my needs. And the place smelled AMAZING"

Reviewed on Mar 11, 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
2.5 out of 5
1001 Veterans Blvd, Festus, MO
The price is $121 per night from Apr 28 to Apr 29
$121
includes taxes & fees
Apr 28 - Apr 29
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 ...
7.8/10 Good! (771 reviews)
"Great breakfast service Carlos was amazing."

Reviewed on Apr 2, 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
The price is $81 per night from May 4 to May 5
$81
includes taxes & fees
May 4 - May 5
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! (844 reviews)
"The staff was very friendly and the guy at the front desk was helpful with ever thing we asked about hotel was nice clean and quiet. Thus was my second time staying at this same hotel"

Reviewed on Mar 30, 2025

Super 8 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
The price is $118 per night from Apr 20 to Apr 21
$118
includes taxes & fees
Apr 20 - Apr 21
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! (455 reviews)
Sleep saver <3
"I was flooded out of going home after vacation. I was able to stay at the HIE through Hotels.com. The staff had me ready to go when I got there. They have amazing electric blinds to block the sunlight...I work nights."

Reviewed on Apr 10, 2025

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
The price is $100 per night from Apr 20 to Apr 21
$100
includes taxes & fees
Apr 20 - Apr 21
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! (559 reviews)
Would stay again
"Hotel was clean and beds and pillows was comfortable. Breakfast was lacking but overall hotel was good."

Reviewed on Apr 12, 2025

Microtel Inn & Suites by Wyndham Sainte Genevieve
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
The price is $124 per night from May 4 to May 5
$124
includes taxes & fees
May 4 - May 5
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! (319 reviews)
"Great breakfast!"

Reviewed on Mar 18, 2025

Holiday Inn Express Hotel & Suites Sparta by IHG
Postcard Cabins St. Francois
Postcard Cabins St. Francois
2 out of 5
7555 State Hwy Y, French Village, MO
The price is $108 per night from Apr 14 to Apr 15
$108
includes taxes & fees
Apr 14 - Apr 15
Stay at this cabin in French Village. Enjoy free parking, patios, and climate control.
10/10 Exceptional! (3 reviews)
"This place made me look like a rockstar to my wife. I surprised her with a V day getaway. The cabin was awesome. We loved the view of nature from the large window. I made dinner reservations nearby at the weingarten vineyard. The hiking trail along the creek was fun. We ate breakfast right down the ..."

Reviewed on Feb 17, 2025

Postcard Cabins St. Francois
Super 8 by Wyndham Waterloo
Super 8 by Wyndham Waterloo
2 out of 5
112 Warren Dr, Waterloo, IL
The price is $84 per night from May 11 to May 12
$84
includes taxes & fees
May 11 - May 12
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! (333 reviews)
"Love this hotel, and LOVE THE STAFF!!! FRIENDLY, CLEAN AND SAFE!!"

Reviewed on Apr 2, 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.