$29 Cheap flight deals from Chicago (CHI) to Anna Maria (TPA)

When you’re searching for Chicago to Anna Maria flights for your family vacation, check out the guaranteed low prices at Orbitz. If you are looking for the best prices on hotels too, you’ll be sure to find great deals to suit your budget. You’ll also benefit from the following features:

Suitable Schedules

Orbitz simplifies the process of finding and booking budget flights from Chicago to Anna Maria. Since we monitor hundreds of flight fares, you can compare several flights from a range of different airlines to find the best fares and most suitable departure and arrival times. Mix and match your departure and return flight for even more discounts and travel flexibility.

Mobile Apps

Taking a lunch break or waiting to pick up the kids? Orbitz’s cutting-edge mobile tools will help you search for cheap Chicago to Anna Maria flights anywhere you are. Get exclusive mobile deals on flights, hotels, vacation packages, and cruises too.

Flight Alerts

Orbitz won’t leave you wondering whether your flight will take off on time. We can send you free alerts about your flights from Chicago to Anna Maria to your mobile phone and email. Whether your flights from Chicago to Anna Maria are running just a few minutes to a few hours late, we will let you know.

Miles and Points

If you travel regularly, you can still earn miles and points when you book qualifying Chicago to Anna Maria flights. Enter your frequent flyer number with your reservation to see the miles rack up.