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Anna

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Anna Flights as Low as $203

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

Contour Airlines
Wed, Dec 2 - Wed, Dec 9
ORD
O'Hare Intl.
CGI
Cape Girardeau Municipal
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Wed, Dec 2 from O'Hare Intl. to Cape Girardeau Municipal, returning Wed, Dec 9, priced at $203 found 3 days ago
American Airlines
Sat, Sep 12 - Tue, Sep 29
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Tue, Sep 29, priced at $225 found 1 day ago
American Airlines
Wed, Sep 9 - Tue, Sep 29
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 9 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Tue, Sep 29, priced at $228 found 1 day ago
American Airlines
Sat, Sep 12 - Thu, Oct 1
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Thu, Oct 1, priced at $246 found 1 day ago
American Airlines
Wed, Sep 9 - Thu, Oct 1
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 9 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Thu, Oct 1, priced at $249 found 1 day ago
American Airlines
Tue, Sep 15 - Sat, Sep 26
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$263 Roundtrip, found 6 days ago
$263
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Sep 15 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Sat, Sep 26, priced at $263 found 6 days ago
American Airlines
Sat, Sep 12 - Sat, Sep 26
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Sat, Sep 26, priced at $279 found 1 day ago
American Airlines
Wed, Sep 9 - Sat, Sep 26
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 9 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Sat, Sep 26, priced at $283 found 1 day ago
American Airlines
Tue, Sep 15 - Tue, Sep 29
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 15 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Tue, Sep 29, priced at $283 found 1 day ago
American Airlines
Tue, Sep 15 - Thu, Sep 24
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$284 Roundtrip, found 6 days ago
$284
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Sep 15 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Thu, Sep 24, priced at $284 found 6 days ago
American Airlines
Thu, Sep 17 - Sat, Sep 26
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$289 Roundtrip, found 6 days ago
$289
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Sep 17 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Sat, Sep 26, priced at $289 found 6 days ago
American Airlines
Tue, Sep 15 - Thu, Oct 1
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 15 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Thu, Oct 1, priced at $304 found 1 day ago
American Airlines
Sat, Sep 12 - Sun, Sep 27
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Sun, Sep 27, priced at $305 found 1 day ago
Contour Airlines
Mon, Dec 7 - Wed, Dec 9
ORD
O'Hare Intl.
CGI
Cape Girardeau Municipal
$308 Roundtrip, found 3 days ago
$308
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Mon, Dec 7 from O'Hare Intl. to Cape Girardeau Municipal, returning Wed, Dec 9, priced at $308 found 3 days ago
American Airlines
Sun, Sep 13 - Tue, Sep 29
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Sep 13 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Tue, Sep 29, priced at $309 found 1 day ago
American Airlines
Thu, Sep 17 - Thu, Sep 24
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$311 Roundtrip, found 6 days ago
$311
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Sep 17 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Thu, Sep 24, priced at $311 found 6 days ago

Cheap Flights to Anna

Fall in love at first flight with your vacation to Anna 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 Anna on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Anna, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Anna

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Anna 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 Anna?

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 Anna are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Anna?

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 Anna.

What airport is best to fly into Anna?

When you’re planning your trip to Anna, convenience is the name of the game. Luckily, Anna Veterans Airport of Southern Illinois Airport is nearby so you can deplane and get going on checking off everything on your Anna must-do list.

How much are flights to Anna?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Anna on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $203, 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 Anna?

The trick to saving a stack of cash on your flight to Anna? 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 $203 right now, why wait?

Anna Flight Information
Destination airport
Cape Girardeau Municipal
Destination airport IATA code
CGI
Roundtrip price
$202

Last Minute Hotel Deals in Anna

Hotel 7 Inn Anna

Hotel 7 Inn Anna

2.5 out of 5
100 Richview Dr Anna IL
Book a stay at this business-friendly hotel in Anna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
6.6/10 (239 reviews)
"They didn't have enough towels or rags in the room, had to take the 2 down that were in the room to get more. Plus it smelled like natural gas in the rooms. When I ask them about it they said it was because they fixed the pool and told us to just open the window. Plus they advertise free breakfast ..."

Reviewed on Aug 21, 2026

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Hotel 7 Inn Anna
Drury Plaza Hotel Cape Girardeau Conference Center

Drury Plaza Hotel Cape Girardeau Conference Center

3 out of 5
3351 Percy Drive Cape Girardeau MO
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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Drury Plaza Hotel Cape Girardeau Conference Center
Drury Inn & Suites Marion

Drury Inn & Suites Marion

3 out of 5
2706 W DeYoung St Marion IL
Book a stay at this business-friendly hotel in Marion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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Drury Inn & Suites Marion
Baymont by Wyndham Marion

Baymont by Wyndham Marion

2.5 out of 5
2608 W Main St Marion IL
Book a stay at this business-friendly hotel in Marion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,097 reviews)
"Everything is good , for the cost that I paid!"

Reviewed on Aug 31, 2026

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Baymont by Wyndham Marion
The Riverview

The Riverview

4 out of 5
777 Main St Cape Girardeau MO
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Century Casino & Hotel Cape ...
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The Riverview
Holiday Inn Express Hotel & Suites Cape Girardeau I-55 by IHG

Holiday Inn Express Hotel & Suites Cape Girardeau I-55 by IHG

2.5 out of 5
3253 William Street Cape Girardeau MO
Book a stay at this spa hotel in Cape Girardeau. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
9.4/10 Exceptional! (1,002 reviews)
"Nice customer service. I liked the access to washer and dryer, as well as cookies being served in the evening. I like the indoor pool and the gym. Is closed to many restaurants and showing mall."

Reviewed on Aug 31, 2026

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Holiday Inn Express Hotel & Suites Cape Girardeau I-55 by IHG
Candlewood Suites Cape Girardeau by IHG

Candlewood Suites Cape Girardeau by IHG

2.5 out of 5
485 S Mount Auburn Rd Cape Girardeau MO
Book a stay at this business-friendly hotel in Cape Girardeau. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,000 reviews)
"Beautiful nice clean place. Beds are so comfortable too! Just wished they offered breakfast"

Reviewed on Aug 31, 2026

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Candlewood Suites Cape Girardeau by IHG
Best Western Marion Hotel

Best Western Marion Hotel

2.5 out of 5
400 Comfort Dr Marion IL
Book a stay at this business-friendly hotel in Marion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,001 reviews)
"Room was clean, pillows were amazing, but the ac was incredibly loud, and in the morning the elevator was out of service - I was okay with that but if I had mobility issues I could see it being a problem."

Reviewed on Aug 29, 2026

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Best Western Marion Hotel
See all 451 properties in Anna
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.