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Chester

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Chester Flights as Low as $153

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Jun 18 - Fri, Jun 27
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jun 18 from Denver Intl. to Lambert-St. Louis Intl., returning Fri, Jun 27, priced at $153 found 2 days ago
Frontier Airlines
Fri, Jun 20 - Wed, Jun 25
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Jun 20 from Denver Intl. to Lambert-St. Louis Intl., returning Wed, Jun 25, priced at $163 found 2 days ago
Frontier Airlines
Sat, May 17 - Sat, May 24
ORD
O'Hare Intl.
STL
Lambert-St. Louis Intl.
$175 Roundtrip, found 18 hours ago
$175
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sat, May 17 from O'Hare Intl. to Lambert-St. Louis Intl., returning Sat, May 24, priced at $175 found 18 hours ago
Southern Airways Express
Thu, May 15 - Sun, May 25
ORD
O'Hare Intl.
STL
Lambert-St. Louis Intl.
$178 Roundtrip, found 18 hours ago
$178
Roundtrip
found 18 hours ago
Select Southern Airways Express flight, departing Thu, May 15 from O'Hare Intl. to Lambert-St. Louis Intl., returning Sun, May 25, priced at $178 found 18 hours ago
Frontier Airlines
Wed, May 14 - Fri, May 16
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 14 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Fri, May 16, priced at $190 found 1 day ago
Delta
Sun, May 25 - Wed, May 28
LEX
Blue Grass
STL
Lambert-St. Louis Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, May 25 from Blue Grass to Lambert-St. Louis Intl., returning Wed, May 28, priced at $202 found 1 day ago
United
Sun, May 25 - Wed, May 28
LEX
Blue Grass
STL
Lambert-St. Louis Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select United flight, departing Sun, May 25 from Blue Grass to Lambert-St. Louis Intl., returning Wed, May 28, priced at $202 found 1 day ago
American Airlines
Fri, May 30 - Mon, Jun 9
DCA
Ronald Reagan Washington National
STL
Lambert-St. Louis Intl.
$208 Roundtrip, found 1 day ago
$208
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 30 from Ronald Reagan Washington National to Lambert-St. Louis Intl., returning Mon, Jun 9, priced at $208 found 1 day ago
Delta
Sat, May 24 - Tue, May 27
LEX
Blue Grass
STL
Lambert-St. Louis Intl.
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 24 from Blue Grass to Lambert-St. Louis Intl., returning Tue, May 27, priced at $214 found 1 day ago
Frontier Airlines
Fri, May 9 - Sat, May 31
PHX
Sky Harbor Intl.
STL
Lambert-St. Louis Intl.
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, May 9 from Sky Harbor Intl. to Lambert-St. Louis Intl., returning Sat, May 31, priced at $218 found 1 day ago
Frontier Airlines
Thu, May 15 - Wed, May 21
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 15 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Wed, May 21, priced at $221 found 1 day ago
United
Tue, Aug 12 - Wed, Aug 13
EWR
Newark Liberty Intl. Airport
STL
Lambert-St. Louis Intl.
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 12 from Newark Liberty Intl. Airport to Lambert-St. Louis Intl., returning Wed, Aug 13, priced at $221 found 1 day ago
Delta
Sun, Jul 20 - Sun, Jul 27
IAD
Washington Dulles Intl.
STL
Lambert-St. Louis Intl.
$249 Roundtrip, found 3 hours ago
$249
Roundtrip
found 3 hours ago
Select Delta flight, departing Sun, Jul 20 from Washington Dulles Intl. to Lambert-St. Louis Intl., returning Sun, Jul 27, priced at $249 found 3 hours ago
Delta
Wed, Jun 18 - Wed, Jun 18
DAL
Love Field
STL
Lambert-St. Louis Intl.
$280 Roundtrip, found 1 day ago
$280
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 18 from Love Field to Lambert-St. Louis Intl., returning Wed, Jun 18, priced at $280 found 1 day ago
Alaska Airlines
Sat, May 24 - Wed, May 28
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$441 Roundtrip, found 1 day ago
$441
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, May 24 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Wed, May 28, priced at $441 found 1 day ago
Hawaiian Airlines
Sat, May 3 - Sun, May 11
PHX
Sky Harbor Intl.
STL
Lambert-St. Louis Intl.
$714 Roundtrip, found 3 days ago
$714
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Sat, May 3 from Sky Harbor Intl. to Lambert-St. Louis Intl., returning Sun, May 11, priced at $714 found 3 days ago

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 $153, 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 $153 right now, why wait?

Chester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$153

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 $105 per night from May 7 to May 8
$105
includes taxes & fees
May 7 - May 8
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! (296 reviews)
"I stay here usually once a month. Its a nice place the staff is very friendly and the price is decent"

Reviewed on Apr 17, 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 $129 per night from May 25 to May 26
$129
includes taxes & fees
May 25 - May 26
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! (780 reviews)
"Large shopping area and ease of travel."

Reviewed on Apr 25, 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
The price is $118 per night from May 4 to May 5
$118
includes taxes & fees
May 4 - May 5
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! (458 reviews)
"Great place to stay!"

Reviewed on Apr 25, 2025

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
The price is $84 per night from May 6 to May 7
$84
includes taxes & fees
May 6 - May 7
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! (849 reviews)
"I like the punctual opening of the breakfast room. I do wish that biscuits and gravy were available more often."

Reviewed on Apr 24, 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
The price is $112 per night from May 11 to May 12
$112
includes taxes & fees
May 11 - May 12
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! (322 reviews)
"Great hotel. Nice breakfast. Great beds."

Reviewed on Apr 27, 2025

Holiday Inn Express Hotel & Suites Sparta by IHG
Days Inn by Wyndham Perryville
Days Inn by Wyndham Perryville
2 out of 5
1500 Liberty Street, Perryville, MO
The price is $92 per night from May 4 to May 5
$92
includes taxes & fees
May 4 - May 5
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 (397 reviews)
"It was clean and quiet what more do you need"

Reviewed on Apr 26, 2025

Days Inn by Wyndham Perryville
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 $101 per night from May 18 to May 19
$101
includes taxes & fees
May 18 - May 19
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! (562 reviews)
"Very clean! Very nice! Breakfast wasn’t great but the staff and stay was enjoyable. There’s a lot of delicious local spots around to go to for food."

Reviewed on Apr 18, 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
The price is $80 per night from May 6 to May 7
$80
includes taxes & fees
May 6 - May 7
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! (334 reviews)
"Love this hotel, and LOVE THE STAFF!!! FRIENDLY, CLEAN AND SAFE!!"

Reviewed on Apr 2, 2025

Super 8 by Wyndham Waterloo
See all 142 properties in Chester
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.