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 $83

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

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Spirit Airlines
United
Delta
American Airlines
Delta
Alaska Airlines
Southern Airways Express
Delta

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 January, 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 $83, 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 $83 right now, why wait?

Chester Flight Information
Destination airport
Lambert-St. Louis Intl.
Destination airport IATA code
STL
Roundtrip price
$83

Last Minute Hotel Deals in Chester

Best Western Chester Hotel
Best Western Chester Hotel
2.5 out of 5
2150 State Street, Chester, IL
The price is $95 per night from Nov 26 to Nov 27
$95
includes taxes & fees
Nov 26 - Nov 27
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.4/10 Very Good! (275 reviews)
"room was right by the breakfast area and ice machine could hear everything"

Reviewed on Sep 9, 2024

Best Western Chester Hotel
Holiday Inn Express & Suites Perryville, an IHG Hotel
Holiday Inn Express & Suites Perryville, an IHG Hotel
2.5 out of 5
2020 Jefferson St, Perryville, MO
The price is $113 per night from Nov 28 to Nov 29
$113
includes taxes & fees
Nov 28 - Nov 29
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! (422 reviews)
Overnight stay
"Needs updates. Not as clean as expected to be a Holiday Inn Express. Breakfast was tasty."

Reviewed on Nov 1, 2024

Holiday Inn Express & Suites Perryville, an IHG Hotel
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 $100 per night from Dec 10 to Dec 11
$100
includes taxes & fees
Dec 10 - Dec 11
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! (704 reviews)
"Friendliness, very clean, very quiet and very good location."

Reviewed on Nov 17, 2024

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 $74 per night from Dec 8 to Dec 9
$74
includes taxes & fees
Dec 8 - Dec 9
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! (801 reviews)
"Great"

Reviewed on Oct 23, 2024

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 $93 per night from Dec 1 to Dec 2
$93
includes taxes & fees
Dec 1 - Dec 2
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! (547 reviews)
"the front desk was not very together. Had my reservation messed up. Had to show them my bank statement to prive it was paid for. When i was leaving sunday morning the young man almost insisted i give him my debit card to pay for it again, which i wouldnt do. So once again i was embarrassed with having ..."

Reviewed on Nov 7, 2024

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 $76 per night from Dec 21 to Dec 22
$76
includes taxes & fees
Dec 21 - Dec 22
Book a stay at this family-friendly hotel in Festus. Enjoy free breakfast, free WiFi, and free parking. Popular attraction Villa Antonio Winery is located ...
6.8/10 (889 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
Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel
Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel
2.5 out of 5
1301 N Market St, Sparta, IL
The price is $104 per night from Dec 6 to Dec 7
$104
includes taxes & fees
Dec 6 - Dec 7
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. ...
9/10 Wonderful! (301 reviews)
"Great service, all employees were very friendly."

Reviewed on Nov 18, 2024

Holiday Inn Express Hotel & Suites Sparta, an IHG Hotel
Super 8 by Wyndham Waterloo
Super 8 by Wyndham Waterloo
2 out of 5
112 Warren Dr, Waterloo, IL
The price is $83 per night from Dec 1 to Dec 2
$83
includes taxes & fees
Dec 1 - Dec 2
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! (323 reviews)
"Room had some cleanliness issues but nothing major, pretzels under the bed. Bed was comfortable. Had continental breakfast available."

Reviewed on Oct 28, 2024

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.