A coastal town with clear turquoise waters, rocky shores, and white buildings.

$89 Cheap Flights to Anna, IL

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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 $89 for one-way flights and $173 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines
Contour Airlines
United
Contour Airlines
American Airlines

What you need to know for your flight to Anna

Flights to Anna at a glance

Traveling to Anna is easy, with a full-service airline providing comfortable flights that allow you to discover the city's renowned attractions and neighborhoods.

  • Major airports near Anna: Cape Girardeau Municipal Airport (CGI), Williamson County Regional Airport (MWA)
  • Closest (typical) airport to Anna: Williamson County Regional Airport, MWA (around 24 miles)
  • Flights per week: 23 flights arriving across Anna airports
  • Number of airlines that fly to Anna: around 1 carrier

Popular airports near Anna

Anna is a vibrant city perfect for outdoor enthusiasts and adventure seekers alike, offering stunning scenery and family-friendly activities. Travelers flock to Anna for its eco-friendly options, and the city is conveniently accessible through two major airports.

  • Cape Girardeau Municipal Airport (CGI): Situated in Scott County, Missouri, approximately 24 miles from Anna, this airport primarily offers domestic flights connecting to about 2 cities nationwide. The main airline operating here is Contour Airlines.
  • Williamson County Regional Airport (MWA): Found in Williamson County, Illinois, around 24 miles from Anna, this airport provides domestic flight services. Contour Airlines is the notable carrier at this location.

Top routes to Anna

  • Chicago (ORD) to Anna (MWA/CGI), with one-way fares starting at around $60
  • Dallas (DFW) to Anna (CGI), with one-way tickets available from around $70

Cheapest routes to Anna

  • Chicago (ORD) to Anna (MWA/CGI), with budget one-way fares from around $60
  • Dallas (DFW) to Anna (CGI), with affordable one-way prices from around $70

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Anna

  • Contour Airlines: Offers flights to Williamson County Regional Airport (MWA) and Cape Girardeau Municipal Airport (CGI), making it the primary airline for arrivals to {short_name}. The typical one-way fare is about $90.

Best time to fly to Anna

The most popular months for travelers to fly to Anna are January, March, and April, when peak temperatures in Anna can reach up to 56.7°F in April. If you prefer quieter travel, consider May, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 66.4°F. For better deals, December usually offers the lowest average one-way fare around $89, roughly 20% cheaper than the yearly average.

calendar iconMonthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinesscrowd level iconDemandprice iconAverage one-way Fare
January33.8°F (1.0°C)Light RainMostly SunnyHigh$120
February37.0°F (2.8°C)Light RainMostly CloudyAverage$104
March47.5°F (8.6°C)Light RainMostly SunnyHigh$114
April56.7°F (13.7°C)Light RainMostly SunnyHigh$119
May66.4°F (19.1°C)Light RainMostly SunnyLow$103
June75.6°F (24.2°C)Light RainMostly SunnyAverage$123
July78.3°F (25.7°C)Light RainMostly SunnyLow$123
August76.5°F (24.7°C)Light RainMostly SunnyAverage$118
September70.7°F (21.5°C)Light RainMostly SunnyLow$121
October59.0°F (15.0°C)Light RainMostly SunnyAverage$114
November46.8°F (8.2°C)Light RainMostly SunnyAverage$103
December39.2°F (4.0°C)Light RainMostly SunnyAverage$89

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Anna

Getting some of the best deals on flights to Anna is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Anna hotel and flight deals.
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Anna flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Anna

Anna welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Anna efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Anna, with private rides that can be arranged in advance.
  • Car rental: Renting a car in Anna is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Anna on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Anna

  • Dongola: Dongola is located 8 miles drive away from Anna and offers a delightful blend of outdoor adventure and natural beauty. Visitors can enjoy activities such as golfing and exploring the local recreational areas. The nearby landmarks, including the scenic forests and lakes, make it a perfect spot for nature enthusiasts. Don’t miss the Lower Cache River Access Area for a peaceful retreat, or the Dongola Public Library, which is great for families seeking cultural experiences.
  • Makanda: Situated 15 miles drive away from Anna, Makanda is a charming city that beckons travelers with its stunning outdoor scenery and adventurous spirit. The area is known for its lush forests and proximity to Giant City State Park, where outdoor enthusiasts can hike and explore. Campground Beach offers a perfect spot for relaxation. Southern Illinois University adds a modern touch to this quaint town, making it an interesting stop for those wanting to experience local culture.
  • Jonesboro: Jonesboro is located 1 mile drive away from Anna, making it an easily accessible destination for outdoor lovers. With its inviting parks and recreational areas, visitors can enjoy a range of activities, from leisurely strolls to camping. The highlight of the area is Giant City State Park, offering breathtaking landscapes. Anna City Park serves as a friendly urban space for families, while Grassy Lake provides a romantic setting for couples looking to unwind amidst nature’s beauty.

Tips for short-haul flights to Anna

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, it’s often more economical to travel with just a carry-on. Maximize your space by using mini toiletries, wearing your bulkiest clothing, and planning your outfits strategically. This approach also helps you avoid the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To stay engaged, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Remember to fully charge your devices before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it’s advisable to arrive at least 1.5 to 2 hours prior to departure to account for traffic and security lines.
  • Bring your own snacks and water—pack snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Anna

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines often provide complimentary seat selection once online check-in begins, typically 24–48 hours before your flight. Some airlines may allow seat selection even earlier.
  • Arrive at the airport in plenty of time—aim to be at the airport at least 3 hours prior to departure for international flights, allowing ample time for check-in, security checks, and immigration procedures.
  • Relax at the airport—if you have some extra time, take the opportunity to explore the shops, grab a coffee, or unwind at your gate or in a departure lounge if you have access. Most airports offer free and accessible Wi-Fi.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by adjusting your watch and sleep schedule to align with your destination's time zone. Try to either sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Anna?
August 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.

 

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Travel information

Destination airport
Veterans Airport of Southern Illinois
Destination airport IATA code
MWA
Destination city name
Veterans Airport of Southern Illinois
Roundtrip price
$172

Trending flights to Anna

Prices were available within the past 7 days and start at $89 for one-way flights and $173 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines

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