$59 Cheap flights to Madison County

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Top places to visit in Madison County

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Fredericktown

Fredericktown

Cheap flights to Madison County from $59 One Way, $117 Round Trip

$117 return flights and $59 one-way flights to Madison County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 20 - Mon, Oct 26
ORD
Chicago
STL
St. Louis
$117 Roundtrip, found 19 hours ago
$117
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Oct 20 from Chicago to St. Louis, returning Mon, Oct 26, priced at $117 found 19 hours ago
Thu, Oct 22 - Mon, Oct 26
ORD
Chicago
STL
St. Louis
$119 Roundtrip, found 19 hours ago
$119
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Thu, Oct 22 from Chicago to St. Louis, returning Mon, Oct 26, priced at $119 found 19 hours ago
Wed, Oct 28 - Thu, Dec 3
ORD
Chicago
STL
St. Louis
$130 Roundtrip, found 6 hours ago
$130
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Chicago to St. Louis, returning Thu, Dec 3, priced at $130 found 6 hours ago
Wed, Oct 28 - Wed, Nov 4
DTW
Detroit
STL
St. Louis
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Detroit to St. Louis, returning Wed, Nov 4, priced at $147 found 2 days ago
Tue, Oct 20 - Mon, Oct 26
ORD
Chicago
STL
St. Louis
$157 Roundtrip, found 19 hours ago
$157
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, Oct 20 from Chicago to St. Louis, returning Mon, Oct 26, priced at $157 found 19 hours ago
Wed, Jun 30 - Wed, Jul 7
ORD
Chicago
PAH
Paducah
$194 Roundtrip, found 4 days ago
$194
Roundtrip
found 4 days ago
Select United flight, departing Wed, Jun 30 from Chicago to Paducah, returning Wed, Jul 7, priced at $194 found 4 days ago
Wed, Oct 28 - Mon, Nov 2
LGA
New York
STL
St. Louis
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from New York to St. Louis, returning Mon, Nov 2, priced at $197 found 2 days ago
Wed, Oct 28 - Mon, Nov 2
LGA
New York
STL
St. Louis
$220 Roundtrip, found 2 days ago
$220
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from New York to St. Louis, returning Mon, Nov 2, priced at $220 found 2 days ago
Wed, Oct 28 - Tue, Nov 17
EWR
New York
STL
St. Louis
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from New York to St. Louis, returning Tue, Nov 17, priced at $227 found 2 days ago
Sat, Oct 17 - Wed, Oct 21
LGA
New York
STL
St. Louis
$245 Roundtrip, found 6 days ago
$245
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Oct 17 from New York to St. Louis, returning Wed, Oct 21, priced at $245 found 6 days ago
Sat, Oct 17 - Wed, Oct 21
LGA
New York
STL
St. Louis
$245 Roundtrip, found 6 days ago
$245
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Oct 17 from New York to St. Louis, returning Wed, Oct 21, priced at $245 found 6 days ago
Sat, Oct 17 - Wed, Oct 21
LGA
New York
STL
St. Louis
$245 Roundtrip, found 6 days ago
$245
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Sat, Oct 17 from New York to St. Louis, returning Wed, Oct 21, priced at $245 found 6 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MSYSt. LouisSeptember 25 to September 27$436
DCASt. LouisSeptember 26 to September 29$441
LAXSt. LouisSeptember 26 to September 28$457
EWRSt. LouisSeptember 25 to September 28$479
SATSt. LouisSeptember 26 to September 27$482
BWISt. LouisSeptember 25 to September 27$996
MSPSt. LouisSeptember 26 to September 27$1,110
MCISt. LouisSeptember 25 to September 27$1,512
CMHSt. LouisSeptember 27 to October 4$1,576
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Madison County Accommodation Deals

Madison Inn Lodge

Madison Inn Lodge

2.5 out of 5
730 Plaza Drive Fredericktown MO
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $96 total per night from Sep 22 to Sep 23
$96 total
Sep 22 - Sep 23
Total with taxes and fees
Book a stay at this business-friendly motel in Fredericktown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in ...
7.6/10 Good! (309 reviews)
"Nice and clean friendly staff"

Reviewed on Sep 1, 2026

Opens in a new windowMadison Inn Lodge
St Francis River: The Blue Yurt and Hot Tub

St Francis River: The Blue Yurt and Hot Tub

Fredericktown MO
$199 nightly
The price is $215 total per night from Sep 22 to Sep 23
$215 total
Sep 22 - Sep 23
Total with taxes and fees
Stay at this cabin in Fredericktown. Enjoy air conditioning.
8.8/10 Excellent! (27 reviews)
"Beautiful, peaceful!! We had an amazing time. Everything was just as described. I did however have a few issues unfortunately. I could've used some help getting there, it shows 2 different locations on gps and i wasn't in a direct route with the directions given, I asked for assistance and only got ..."

Reviewed on Aug 11, 2026

Opens in a new windowSt Francis River: The Blue Yurt and Hot Tub
Micro house cabin located near Silver Mines Recreation Area.

Micro house cabin located near Silver Mines Recreation Area.

Fredericktown MO
Stay at this cabin in Fredericktown. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Silver Mine Recreation Area and Millstream Gardens ...
10/10 Exceptional! (96 reviews)
"Everything was as advertised. The refreshing quiet of the area was just what I wanted. My dog as able to lay around on the porch or in the yard and relax too!!! The amenities was above and beyond what was expected!!! Would love to stay there more later too!!!! Anyone would enjoy this little place ..."

Reviewed on Sep 20, 2026

Get rates
Opens in a new windowMicro house cabin located near Silver Mines Recreation Area.
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Baymont Inn and Suites by Wyndham Farmington, MO

Baymont Inn and Suites by Wyndham Farmington, MO

2.5 out of 5
1625 W Columbia St Farmington MO
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $63 total per night from Oct 11 to Oct 12
$63 total
Oct 11 - Oct 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
Opens in a new windowBaymont Inn and Suites by Wyndham Farmington, MO
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.

Need a Car For After Your Flight?

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
ST LOUIS, USA
Toyota Corolla

$67

$172 total
found 3 hours ago
Midsize Toyota Corolla

Fullsize

Toyota Camry
  • 5 people
  • Unlimited mileage
Saint Louis, Missouri, USA
Toyota Camry

$68

$175 total
found 3 hours ago
Fullsize Toyota Camry

Economy

Chevrolet Spark
  • 4 people
  • Unlimited mileage
Saint Louis, Missouri, USA
Chevrolet Spark

$68

$175 total
found 3 hours ago
Economy Chevrolet Spark

Compact

Kia Soul
  • 5 people
  • Unlimited mileage
ST LOUIS, USA
Kia Soul

$68

$175 total
found 3 hours ago
Compact Kia Soul
Lowest prices found within the past 3 hours. Prices and availability subject to change. Additional terms may apply.

Madison County

Finding cheap flights to Madison County is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Madison County flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Madison County through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Madison County—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Madison County flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Madison County with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Madison County?
Take a look at the deals from the 24 airlines that offer services to Madison County. Whether you want to live it up in first class or save cash in economy, they'll have a seat for you. Touch down at Lambert-St. Louis Intl. Airport (STL) with one of these international carriers:

  • Air Canada - 35 flights to Madison County per month
  • Frontier Airlines - 17 flights to Madison County per month
  • Lufthansa - 3 flights to Madison County per month

How much is a flight to Madison County?
This week, prices hovered between $117 and $1,576 for a return flight to Madison County. One-way tickets departing from Chicago (ORD) fell as low as just $59.
How to book the cheapest flight to Madison County?
With some of the most affordable flight deals around, you'll get more for your money with Orbitz. The following suggestions will help you land cheap flights to Madison County — and leave you with more money to play with:

  • Depending on your place of departure, choose the 'Nearby airports' function (located under the departure and arrival options). Sometimes, alternative departure points will have more competitive fares.
  • If your travel plans aren't cast in stone, click on the 'Show flexible dates' link to see the flight deals for multiple departure dates. Go with any suitable cheaper fare you find.
  • You can also select the 'Show options' function to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd prefer to fly.
  • Once you've figured out your travel dates, reserve your flight. Fares generally climb as the departure date nears.
  • Combine your flights, hotels and car rental into a package deal and unlock great discounts. Save your dollars for things you're really excited about, like exploring Madison County.
  • Flying during the busy season means expensive airfares. Try to travel outside of popular periods, such as school breaks, Thanksgiving and Easter.

What is the best time to book a flight to Madison County?
Book in January, February or August for competitively priced tickets to Madison County. Once you've found a bargain, buy it — cheap flights tend to pop up and then vanish in the click of a mouse.
What day of the week is the cheapest to book a flight to Madison County?
If you're after inexpensive fares to Madison County, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Madison County?
Look into departing early in the week to get cheap flights to Madison County. Orbitz data from 2020 indicates Monday is normally the most inexpensive day to take off, followed by Tuesday. Saturdays were shown to have the most expensive airfares. This is probably because many travelers prefer to begin their vacation when the working week is over.
What is the cheapest month to fly to Madison County?
Get set to jet for less in August. This is generally the best month to get on a plane if you want cheap flights to Madison County, according to Orbitz data. The most expensive time to fly is June, so avoid this month if possible.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation within 24 hours of booking and no change fees. That means you can relax knowing that if your travel dates change, your ticket can too.
What do I need for the flight to Madison County?
The key to a comfortable and stress-free flight is to prepare well. Here are a few tips that'll help get you ready for your trip:

  • Before you take your seat on the plane, you'll need to show a valid form of government ID, such as a passport. You'll also need your boarding pass. If you're traveling with the kids, check with your airline about which documents they require — if any.
  • To keep you entertained on the short hop to Madison County, download some new songs or restock the audiobook library on your smartphone. Food can also be a nice distraction while in the air, so pack some light snacks.
  • Even if you're traveling when it's blistering hot, bring a sweater on board with you. Cabins can get quite chilly!

How do I get cheap first-class/business deals to Madison County?
If you think a first or business-class ticket is out of your reach, you may want to think again. Here are some top tips to help you book a premium flight to Madison County for less:

  • Be more flexible with your travel dates and wait for big sales on business or first-class airfares.
  • Budget airlines offer business-class seating at a fraction of the usual cost. Ditch the full-service carriers and check out these cheaper options.
  • Bid for an upgrade in online auctions or upgrade your ticket with points earned through loyalty programs.

What is the best time to go to Madison County?
Madison County is an awesome getaway destination year-round, but the most popular months are May, June and August. If you like warmer weather, head there in summer. Like most destinations in the Northern Hemisphere, the summer season commences June 20. Temperatures normally float between 65 ºF and 85 ºF during the daytime.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.