$99 Cheap flights to Union County

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Cheap flights to Union County from $99 One Way, $194 Round Trip

$194 return flights and $99 one-way flights to Union 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.

Wed, Jun 30 - Wed, Jul 7
ORD
Chicago
PAH
Paducah
$194 Roundtrip, found 3 days ago
$194
Roundtrip
found 3 days ago
Select United flight, departing Wed, Jun 30 from Chicago to Paducah, returning Wed, Jul 7, priced at $194 found 3 days ago
Thu, Oct 22 - Sun, Oct 25
ORD
Chicago
PAH
Paducah
$197 Roundtrip, found 2 hours ago
$197
Roundtrip
found 2 hours ago
Select United flight, departing Thu, Oct 22 from Chicago to Paducah, returning Sun, Oct 25, priced at $197 found 2 hours ago
Sun, Nov 1 - Wed, Nov 4
ORD
Chicago
CGI
Cape Girardeau
$198 Roundtrip, found 2 hours ago
$198
Roundtrip
found 2 hours ago
Select Contour Airlines flight, departing Sun, Nov 1 from Chicago to Cape Girardeau, returning Wed, Nov 4, priced at $198 found 2 hours ago
Fri, Oct 2 - Mon, Oct 5
ORD
Chicago
CGI
Cape Girardeau
$201 Roundtrip, found 2 days ago
$201
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, Oct 2 from Chicago to Cape Girardeau, returning Mon, Oct 5, priced at $201 found 2 days ago
Sat, Oct 10 - Mon, Oct 12
ORD
Chicago
CGI
Cape Girardeau
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Sat, Oct 10 from Chicago to Cape Girardeau, returning Mon, Oct 12, priced at $222 found 3 days ago
Tue, Dec 29 - Sat, Jan 2
ORD
Chicago
CGI
Cape Girardeau
$228 Roundtrip, found 2 days ago
$228
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Tue, Dec 29 from Chicago to Cape Girardeau, returning Sat, Jan 2, priced at $228 found 2 days ago

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Union County Accommodation Deals

New cabin in the woods with private hot tub

New cabin in the woods with private hot tub

Cobden IL
Stay at this cabin in Anna. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions StarView Vineyards and King Neptune Memorial are ...
9.8/10 Exceptional! (165 reviews)
"Was very nice for our first trip"

Reviewed on Aug 30, 2026

Get rates
Opens in a new windowNew cabin in the woods with private hot tub
Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Rest, Relax and Renew. Our log cabin experience awaits your arrival.

Anna IL
$189 nightly
The price is $209 total per night from Sep 24 to Sep 25
$209 total
Sep 24 - Sep 25
Total with taxes and fees
Stay at this cabin in Anna. Enjoy a garden, patios, and cable/satellite TV service. Our guests praise the helpful staff and the property condition in our reviews. ...
10/10 Exceptional! (426 reviews)
"Beautiful little cabin in a peaceful spot"

Reviewed on Sep 11, 2026

Opens in a new windowRest, Relax and Renew. Our log cabin experience awaits your arrival.
Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

Brand new cabin in the woods with hot tub 1/2 mile from Starview Winery

Cobden IL
Stay at this cabin in Anna. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions StarView Vineyards and King Neptune Memorial are ...
10/10 Exceptional! (179 reviews)
"We loved the location, cabin, and hot tub!"

Reviewed on Sep 6, 2026

Get rates
Opens in a new windowBrand new cabin in the woods with hot tub 1/2 mile from Starview Winery
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Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail

Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail

Buncombe IL
Stay at this cabin in Buncombe. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions StarView Vineyards and King Neptune Memorial are located ...
9.6/10 Exceptional! (307 reviews)
"Everything was great, my only complaint is the cabin did not have any internet, so couldn’t watch any streaming in the evenings. It was my fault though for not checking the amenities more thoroughly when we booked the place."

Reviewed on Sep 1, 2026

Get rates
Opens in a new windowSecluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
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?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Union County

Orbitz is your one stop for guaranteed low prices on Union County flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

Save Big On Car Rentals Too

Orbitz will find you discount air fare for flights to Union County and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

Get Free Travel Advice By Calling the Orbitz Hotline

Our experts will make things even easier by helping you to find the best budget flights to Union County Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

Book Travel on the Fly with Orbitz on the Go

Our state of the art mobile apps will allow you to book cheap flights to Union County from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

Frequently asked questions

What is the best airport to fly to in Union County?
Touch down at Williamson County Regional Airport (MWA), the main entry point to Union County. Booking your flight to this region doesn't get much easier than that.
How much is a flight to Union County?
This past week, prices ranged between $194 and $228 for a return fare to Union County. One-way fares from Chicago (ORD) fell to $99 during the same time period.
How to book the cheapest flight to Union County?
With some of the most impressive flight deals around, you can jet for less with Orbitz. The following pointers will help you score cheap flights to Union County — and leave you with more money in your pocket:

  • Depending on where you're leaving from, choose the 'Nearby airports' function (located under the departure and arrival form fields). On occasion, other departure points will have cheaper fares.
  • If you're flexible with your schedule, click on the 'Show flexible dates' link. You'll see the flight deals for the days before and after your chosen departure. Fares often vary depending on the day of the week.
  • To refine your results, hit 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also choose the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Book as soon as you've worked out your travel dates. While you can get lucky on occasion, airfares rarely get cheaper as your date of departure approaches.
  • Save on your vacation by bundling your flights, hotels and car rentals into an Orbitz package. Your wallet will thank you.
  • Where possible, don't fly in high seasons. Airfares often surge during school breaks, summer and around other vacation times like Easter and Thanksgiving.

What is the best time to book a flight to Union County?
Catch a bargain and book your seats to Union County in January. If you've missed this month, fear not. February and August often have low airfares as well. Make sure you don't snooze on a sale — cheap flights pop up and vanish in the blink of an eye!
What day of the week is the cheapest to book a flight to Union County?
When it comes to cheap flights to Union County, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A rewarding flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Union County?
Think about leaving early in the week if you want to get cheap flights to Union County. Orbitz data from 2020 suggests Monday is generally the most affordable day to hop on a plane, followed by Tuesday. Saturdays were shown to have the most expensive ticket prices. This is probably because many passengers prefer to start their vacation on a weekend.
What is the cheapest month to fly to Union County?
Fly sometime in August if you don't want to eat into your budget. Orbitz data has found that it's generally the best month for cheap flights to Union County. June is when fares hit their peak.
Which airlines allow free cancellation?
Flexibility is important these days, that's why Orbitz lets you search for carriers that won't penalize you for amending your reservation. Add your departure and arrival destinations, then choose "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Union County?
There's nothing like flying off on an adventure, but it's wise to be prepared. This list of top tips will help get your trip started on the right foot:

  • Your travel documents are the most important items you'll need to have with you on your flight to Union County. To avoid any confusion at the time of check-in, make sure that the personal info on your ticket corresponds with your government-issued ID.
  • To keep you amused on the short hop to Union County, download some new songs or stock up the audiobook library on your smartphone. Food can also be a tasty distraction while in the air, so pack a snack.
  • No matter what the temperature is doing outside, plane cabins can get chilly. Take a sweater on board to keep yourself comfy.

How do I get cheap first-class/business deals to Union County?
If you think a first or business-class airfare is beyond your grasp, think again. Here are some top tips to help you land a premium flight to Union County for less:

  • Flexibility is everything. By being open to a range of travel dates, you'll have a better chance of picking up a great deal on business or first-class airfares.
  • Many budget airlines nowadays offer comfortable business-class seating without the pricey fees.
  • Take advantage of your airline's customer loyalty program and upgrade your seat. You can also bid for an upgrade in online auctions.

What is the best time to go to Union County?
There's fun to be had no matter what time of year you decide to go to Union County, but June, September and November are the liveliest months. Like to fill your itinerary with stacks of warm-weather adventures? Book your vacation around June 20. This is when the summer season starts in the Northern Hemisphere. Expect the mercury to span between 70 ºF and 85 ºF during this time of year.

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.