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Anna

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Anna Flights as Low as $218

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

Contour Airlines
Sun, May 3 - Mon, May 11
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$218 Roundtrip, found 6 days ago
$218
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Sun, May 3 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Mon, May 11, priced at $218 found 6 days ago
Contour Airlines
Wed, Apr 29 - Wed, May 13
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$223 Roundtrip, found 4 days ago
$223
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Wed, Apr 29 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Wed, May 13, priced at $223 found 4 days ago
Contour Airlines
Fri, May 1 - Wed, May 13
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$224 Roundtrip, found 4 days ago
$224
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Fri, May 1 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Wed, May 13, priced at $224 found 4 days ago
Contour Airlines
Sun, May 3 - Fri, May 8
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Sun, May 3 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Fri, May 8, priced at $228 found 3 days ago
Contour Airlines
Fri, May 1 - Fri, May 8
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$233 Roundtrip, found 3 days ago
$233
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Fri, May 1 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Fri, May 8, priced at $233 found 3 days ago
Contour Airlines
Sun, May 3 - Tue, May 5
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$258 Roundtrip, found 19 hours ago
$258
Roundtrip
found 19 hours ago
Select Contour Airlines flight, departing Sun, May 3 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Tue, May 5, priced at $258 found 19 hours ago
Contour Airlines
Fri, May 1 - Tue, May 5
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$264 Roundtrip, found 3 days ago
$264
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Fri, May 1 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Tue, May 5, priced at $264 found 3 days ago
Contour Airlines
Mon, May 4 - Tue, May 5
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$265 Roundtrip, found 21 hours ago
$265
Roundtrip
found 21 hours ago
Select Contour Airlines flight, departing Mon, May 4 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Tue, May 5, priced at $265 found 21 hours ago
Contour Airlines
Sun, May 3 - Sun, May 3
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$273 Roundtrip, found 20 hours ago
$273
Roundtrip
found 20 hours ago
Select Contour Airlines flight, departing Sun, May 3 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Sun, May 3, priced at $273 found 20 hours ago
Contour Airlines
Thu, Apr 30 - Mon, May 11
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Thu, Apr 30 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Mon, May 11, priced at $274 found 1 day ago
Contour Airlines
Fri, May 1 - Fri, May 1
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$278 Roundtrip, found 3 days ago
$278
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Fri, May 1 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Fri, May 1, priced at $278 found 3 days ago
Contour Airlines
Thu, Apr 30 - Mon, May 11
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Thu, Apr 30 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Mon, May 11, priced at $284 found 2 days ago
Contour Airlines
Mon, May 4 - Sat, May 9
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$285 Roundtrip, found 21 hours ago
$285
Roundtrip
found 21 hours ago
Select Contour Airlines flight, departing Mon, May 4 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Sat, May 9, priced at $285 found 21 hours ago
Contour Airlines
Sun, May 3 - Sun, May 3
ORD
O'Hare Intl.
MWA
Veterans Airport of Southern Illinois
$293 Roundtrip, found 3 days ago
$293
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Sun, May 3 from O'Hare Intl. to Veterans Airport of Southern Illinois, returning Sun, May 3, priced at $293 found 3 days ago
American Airlines
Wed, May 20 - Wed, May 27
STL
Lambert-St. Louis Intl.
MWA
Veterans Airport of Southern Illinois
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 20 from Lambert-St. Louis Intl. to Veterans Airport of Southern Illinois, returning Wed, May 27, priced at $305 found 1 day ago
United
Wed, May 20 - Wed, May 27
MCI
Kansas City Intl.
MWA
Veterans Airport of Southern Illinois
$453 Roundtrip, found 4 days ago
$453
Roundtrip
found 4 days ago
Select United flight, departing Wed, May 20 from Kansas City Intl. to Veterans Airport of Southern Illinois, returning Wed, May 27, priced at $453 found 4 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 May, 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 $218, 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 $218 right now, why wait?

Anna Flight Information
Destination airport
Barkley Regional
Destination airport IATA code
PAH
Roundtrip price
$293

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 (222 reviews)
The elevator was down as well as the pool. The continental breakfast was almost non existent. The lock on the door was broken. The chairs in the room were ready to break. We were told there was shampoo and body wash available in the room and there wasn't any. There was mo soap at the sink to wash ...

Reviewed on Apr 26, 2026

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Hotel 7 Inn Anna
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 ...
9.4/10 Exceptional! (1,005 reviews)
Did not use the breakfast.

Reviewed on Apr 27, 2026

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Drury Inn & Suites Marion
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 ...
9.6/10 Exceptional! (1,003 reviews)
This is my home away from home place! You get free dinner and the BEST breakfast buffet ever with your stay! Plus the indoor pool and hot tub! There is a thermostat in every room to control requirement. It’s just simply the best hotel ever seriously I absolutely love staying here!!!

Reviewed on Apr 18, 2026

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Drury Plaza Hotel Cape Girardeau Conference Center
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! (1,077 reviews)
Nice clean rooms. Comfortable, good price. Nice grassy area for pets. Will stay again.

Reviewed on Apr 27, 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 ...
9.4/10 Exceptional! (558 reviews)
I ALWAYS stay here when I come to Cape! Wonderful, great place!

Reviewed on Apr 25, 2026

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The Riverview
Pear Tree Inn Cape Girardeau West

Pear Tree Inn Cape Girardeau West

2.5 out of 5
103 Cape West Pkwy 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 helpful staff and the ...
9/10 Wonderful! (1,005 reviews)
Yes

Reviewed on Apr 27, 2026

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Pear Tree Inn Cape Girardeau West
Drury Inn & Suites Cape Girardeau

Drury Inn & Suites Cape Girardeau

3 out of 5
3303 Campster 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 helpful staff and the ...
9.4/10 Exceptional! (1,004 reviews)
Friendly staff. Good food.

Reviewed on Apr 26, 2026

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Drury Inn & Suites Cape Girardeau
Quality Inn & Suites Marion

Quality Inn & Suites Marion

2.5 out of 5
2600 W Main St Marion IL
Stay at this hotel in Marion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy beds in our reviews. Popular ...
7.4/10 Good! (1,002 reviews)
check in was awful arrived at 7 pm didnt get room until 830 pm

Reviewed on Apr 27, 2026

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Quality Inn & Suites Marion
See all 440 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.