Search Cheap Flights to
Chester

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chester Flights as Low as $68

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

Frontier Airlines
Wed, Mar 12 - Wed, Mar 19
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Mar 12 from Denver Intl. to Lambert-St. Louis Intl., returning Wed, Mar 19, priced at $68 found 5 days ago
Frontier Airlines
Wed, Mar 12 - Wed, Mar 12
DEN
Denver Intl.
STL
Lambert-St. Louis Intl.
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Mar 12 from Denver Intl. to Lambert-St. Louis Intl., returning Wed, Mar 12, priced at $78 found 5 days ago
Frontier Airlines
Tue, Jul 15 - Thu, Jul 17
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jul 15 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Thu, Jul 17, priced at $122 found 1 day ago
Spirit Airlines
Tue, Apr 8 - Tue, Apr 15
ATL
Hartsfield-Jackson Atlanta Intl.
STL
Lambert-St. Louis Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Apr 8 from Hartsfield-Jackson Atlanta Intl. to Lambert-St. Louis Intl., returning Tue, Apr 15, priced at $157 found 1 day ago
Spirit Airlines
Tue, Apr 15 - Tue, Apr 22
CLT
Charlotte-Douglas Intl.
STL
Lambert-St. Louis Intl.
$157 Roundtrip, found 18 hours ago
$157
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Tue, Apr 15 from Charlotte-Douglas Intl. to Lambert-St. Louis Intl., returning Tue, Apr 22, priced at $157 found 18 hours ago
Frontier Airlines
Wed, Apr 2 - Wed, Apr 9
CLE
Hopkins Intl.
STL
Lambert-St. Louis Intl.
$160 Roundtrip, found 17 hours ago
$160
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Hopkins Intl. to Lambert-St. Louis Intl., returning Wed, Apr 9, priced at $160 found 17 hours ago
Frontier Airlines
Tue, Apr 22 - Wed, Apr 23
SFO
San Francisco Intl.
STL
Lambert-St. Louis Intl.
$160 Roundtrip, found 13 hours ago
$160
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, Apr 22 from San Francisco Intl. to Lambert-St. Louis Intl., returning Wed, Apr 23, priced at $160 found 13 hours ago
Frontier Airlines
Wed, Apr 16 - Wed, Apr 23
ONT
Los Angeles - Ontario Intl.
STL
Lambert-St. Louis Intl.
$160 Roundtrip, found 6 days ago
$160
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Apr 16 from Los Angeles - Ontario Intl. to Lambert-St. Louis Intl., returning Wed, Apr 23, priced at $160 found 6 days ago
Delta
Wed, Mar 26 - Mon, Mar 31
LGA
LaGuardia
STL
Lambert-St. Louis Intl.
$178 Roundtrip, found 4 days ago
$178
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Mar 26 from LaGuardia to Lambert-St. Louis Intl., returning Mon, Mar 31, priced at $178 found 4 days ago
Spirit Airlines
Tue, Apr 8 - Sun, Apr 13
EWR
Newark Liberty Intl. Airport
STL
Lambert-St. Louis Intl.
$178 Roundtrip, found 19 hours ago
$178
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Tue, Apr 8 from Newark Liberty Intl. Airport to Lambert-St. Louis Intl., returning Sun, Apr 13, priced at $178 found 19 hours ago
Frontier Airlines
Tue, Jul 15 - Tue, Jul 22
JFK
John F. Kennedy Intl.
STL
Lambert-St. Louis Intl.
$190 Roundtrip, found 10 hours ago
$190
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, Jul 15 from John F. Kennedy Intl. to Lambert-St. Louis Intl., returning Tue, Jul 22, priced at $190 found 10 hours ago
Frontier Airlines
Thu, Mar 13 - Wed, Mar 19
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$208 Roundtrip, found 5 days ago
$208
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Mar 13 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Wed, Mar 19, priced at $208 found 5 days ago
United
Wed, Apr 2 - Wed, Apr 9
CLE
Hopkins Intl.
STL
Lambert-St. Louis Intl.
$217 Roundtrip, found 17 hours ago
$217
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Apr 2 from Hopkins Intl. to Lambert-St. Louis Intl., returning Wed, Apr 9, priced at $217 found 17 hours ago
American Airlines
Wed, Apr 2 - Wed, Apr 9
CLE
Hopkins Intl.
STL
Lambert-St. Louis Intl.
$217 Roundtrip, found 17 hours ago
$217
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Wed, Apr 2 from Hopkins Intl. to Lambert-St. Louis Intl., returning Wed, Apr 9, priced at $217 found 17 hours ago
Hawaiian Airlines
Wed, Apr 16 - Tue, Apr 22
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$296 Roundtrip, found 6 days ago
$296
Roundtrip
found 6 days ago
Select Hawaiian Airlines flight, departing Wed, Apr 16 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Tue, Apr 22, priced at $296 found 6 days ago
Alaska Airlines
Wed, Apr 16 - Wed, Apr 23
LAX
Los Angeles Intl.
STL
Lambert-St. Louis Intl.
$296 Roundtrip, found 6 days ago
$296
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Wed, Apr 16 from Los Angeles Intl. to Lambert-St. Louis Intl., returning Wed, Apr 23, priced at $296 found 6 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 March, 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 $68, 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 $68 right now, why wait?

Chester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$68

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 $94 per night from Mar 13 to Mar 14
$94
includes taxes & fees
Mar 13 - Mar 14
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! (289 reviews)
"Safe, clean, quiet hotel in Chester. Staff is friendly, helpful, and professional. Definitely would stay here again."

Reviewed on Mar 3, 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 $105 per night from Apr 7 to Apr 8
$105
includes taxes & fees
Apr 7 - Apr 8
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! (757 reviews)
"This was a very nice place to stay. Very clean."

Reviewed on Feb 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 Apr 6 to Apr 7
$118
includes taxes & fees
Apr 6 - Apr 7
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! (443 reviews)
"it was fine."

Reviewed on Mar 3, 2025

Holiday Inn Express & Suites Perryville by IHG
Pinckeyville Inn and Suites
Pinckeyville Inn and Suites
2 out of 5
5700 Illinois Route 154, Pinckneyville, IL
The price is $88 per night from Mar 11 to Mar 12
$88
includes taxes & fees
Mar 11 - Mar 12
Book a stay at this business-friendly hotel in Pinckneyville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.4/10 (335 reviews)
"amazing"

Reviewed on Feb 18, 2025

Pinckeyville Inn and Suites
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 Apr 6 to Apr 7
$81
includes taxes & fees
Apr 6 - Apr 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! (830 reviews)
"The hotel was quiet and allowed dogs. However, outside there are not dog supply stations or garbage cans available."

Reviewed on Mar 7, 2025

Super 8 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 $94 per night from Apr 6 to Apr 7
$94
includes taxes & fees
Apr 6 - Apr 7
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! (552 reviews)
"I liked the bathroom, the auto vent fan, the shower. The beds were fairly comfortable."

Reviewed on Feb 17, 2025

Microtel Inn & Suites by Wyndham Sainte Genevieve
Quality Inn Festus
Quality Inn Festus
3 out of 5
1200 W Gannon Dr, Festus, MO
The price is $89 per night from Apr 5 to Apr 6
$89
includes taxes & fees
Apr 5 - Apr 6
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 (894 reviews)
"Room and bathroom were clean, our room’s carpet had holes and was ripped up by the AC the room smelled moldy. Employees were polite"

Reviewed on Sep 26, 2024

Quality Inn Festus
Red Bud Country Inn
Red Bud Country Inn
2.5 out of 5
1617 S Main St, Red Bud, IL
The price is $95 per night from Mar 11 to Mar 12
$95
includes taxes & fees
Mar 11 - Mar 12
Book a stay at this business-friendly hotel in Red Bud. Enjoy free breakfast, free WiFi, and free parking. Popular attraction De Vinos Winery is located ...
8.8/10 Excellent! (33 reviews)
Red Bud, IL Motel
"For a motel, it was a fine stay."

Reviewed on Dec 29, 2024

Red Bud Country Inn
See all 137 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.