$69 Cheap Flights to Anna, IL

View $69 flight on Thu, Apr 23, 2026Opens in a new window

Popular airlines to Anna

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How much is the cheapest flight to Anna?

Prices were available within the past 7 days and start at $69 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines
Fri, Jul 17 - Tue, Jul 21
ORD
Chicago
CGI
Cape Girardeau
$138 Roundtrip, found 1 hour ago
$138
Roundtrip
found 1 hour ago
Select Contour Airlines flight, departing Fri, Jul 17 from Chicago to Cape Girardeau, returning Tue, Jul 21, priced at $138 found 1 hour ago
Contour Airlines
Thu, Apr 16 - Sun, Apr 19
ORD
Chicago
MWA
Marion
$139 Roundtrip, found 6 days ago
$139
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Thu, Apr 16 from Chicago to Marion, returning Sun, Apr 19, priced at $139 found 6 days ago
Contour Airlines
Thu, Apr 30 - Mon, May 4
ORD
Chicago
MWA
Marion
$148 Roundtrip, found 3 hours ago
$148
Roundtrip
found 3 hours ago
Select Contour Airlines flight, departing Thu, Apr 30 from Chicago to Marion, returning Mon, May 4, priced at $148 found 3 hours ago
United
Fri, Apr 24 - Mon, Apr 27
ORD
Chicago
PAH
Paducah
$194 Roundtrip, found 5 hours ago
$194
Roundtrip
found 5 hours ago
Select United flight, departing Fri, Apr 24 from Chicago to Paducah, returning Mon, Apr 27, priced at $194 found 5 hours ago
American Airlines
Tue, May 5 - Wed, May 6
DFW
Dallas
MWA
Marion
$330 Roundtrip, found 3 days ago
$330
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, May 5 from Dallas to Marion, returning Wed, May 6, priced at $330 found 3 days ago

Frequently asked questions

What month is the cheapest to fly to Anna?
July is the cheapest month to travel to Anna. There's less demand then, so fares are generally more affordable. Organizing your trip outside of school breaks and public holidays could also help you save.
Which US cities have the cheapest flights to Anna?
Chicago typically has cheap flights to Anna. Remember that fares can vary depending on factors like time of year, demand and number of stopovers.
Which US cities fly direct to Anna?
Fly to Anna without any layovers from Chicago. It's the only US city providing nonstop journeys to Anna. Just select "Direct flights only" when looking on Expedia to see all available departures.
How to find a cheap flight to Anna?
To snag cheap flights to Anna, book early or visit during the off-season months of January and August. Want an insider tip? Take off on a Thursday and save around 16% on average compared to those who travel on a Sunday.* Opt to receive price alerts on the Expedia app and you'll get notified as soon as your fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Anna?
You can find awesome deals on last-minute flights to Anna, especially if your travel arrangements aren't set in stone. Consider departing from a different airport, tweaking your trip dates or selecting an alternative airline to get a cheap flight to Anna.
How far in advance should I book a flight to Anna?
For the biggest savings on domestic journeys, book your flight to Anna 28 days ahead of your travel dates. For international flights, it's between two and four months in advance. This increases your chances of getting the departure dates and seats you want.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Anna?
You can save an average of 8% if you buy tickets on a Sunday instead of Fridays, which tend to be the priciest day to book.* When it comes to scoring a cheap flight to Anna, it's all about having good timing.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Where do you fly into Anna?
When you're flying to Anna, the main airport to touch down at is Williamson County Regional Airport (MWA). You can also jet into nearby hubs like Cape Girardeau Municipal Airport (CGI), Barkley Regional Airport (PAH) or Carbondale, IL (MDH-Southern Illinois). An additional option worth considering when you fly to Anna is Cairo, IL (CIR-Cairo Regional).
How far is the airport from central Anna?
If you're landing at Williamson County Regional Airport (MWA), you'll be roughly 25 mi northeast of central Anna.
Can I save money by booking an Anna trip package?
Book an Anna flight and hotel package deal on Expedia, and you could make significant savings. It's simple to bundle your hotel and flight, and you can also add car rentals and tours to create your own customized Anna trip. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to Anna?
It's usually possible to change or cancel your flight to Anna. Many airlines allow you to cancel your flights for free within 24 hours of booking. However, some flights are non-refundable, and airlines may issue you a credit toward future flights in place of a direct refund. To get cheap flights to Anna with flexible change policies, check "Changes included" or "No cancel fee" during your search. Looking for more information? Head to our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Veterans Airport of Southern Illinois
Destination airport IATA code
MWA
Destination city name
Veterans Airport of Southern Illinois
Roundtrip price
$132

Trending flights to Anna

Prices were available within the past 7 days and start at $69 for one-way flights and $138 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, May 19 - Wed, May 20
STL
St. Louis
MWA
Marion
$278 Roundtrip, found 3 days ago
$278
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, May 19 from St. Louis to Marion, returning Wed, May 20, priced at $278 found 3 days ago

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