$44 Cheap flight deals from Chicago (CHI) to Anna Maria (TPA)
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This Weekend's Flight Deals from Chicago to Anna Maria
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $44 One Way, $87 Round Trip from Chicago to Anna Maria
Prices starting at $87 for return flights and $44 for one-way flights to Anna Maria were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Anna Maria economy flight packages
Ocean Club Treasure Island Hotel
Sep 7 - Sep 12
Chicago (CHI) to Tampa (TPA)
Reviewed on Apr 29, 2025
Cedar Cove Resort and Cottages
Sep 17 - Sep 21
Chicago (CHI) to Sarasota (SRQ)
Sarasota (SRQ) to Chicago (CHI)
Reviewed on Nov 30, 2024
Wyndham Grand Clearwater Beach
Sep 7 - Sep 12
Chicago (CHI) to Tampa (TPA)
Reviewed on Jun 21, 2025
Anna Maria packages with premium economy flights
Residence Inn By Marriott Tampa Downtown
Sep 13 - Sep 17
Chicago (ORD) to Sarasota (SRQ)
Reviewed on Apr 19, 2024
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Sep 13 - Sep 17
Chicago (ORD) to Sarasota (SRQ)
Reviewed on Jun 22, 2025
The Westin Tampa Bay
Sep 13 - Sep 17
Chicago (ORD) to Sarasota (SRQ)
Reviewed on Jun 23, 2025
More About Flying To Anna Maria from Chicago
Route Information for Flights from Chicago to Anna Maria
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | TPA |
Distance | 1013 mi |
Direct Flight Airlines | American Airlines, Qatar Airways, Air Canada, JAL, Copa Airlines, Swiss, Air New Zealand, United Airlines, Alaska Airlines, Frontier Airlines, Qantas, Royal Jordanian, ANA, Lufthansa, Spirit Airlines, British Airways, Gulf Air |
Earliest Flight Arrival | 3:21PM UTC |
Latest Flight Arrival | 1:55AM UTC |
Chicago to Anna Maria
If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from Chicago to Anna Maria. Now you can book guaranteed low fares for Chicago to Anna Maria flights and plan your trip with confidence.
Great deals on flights from Chicago to Anna Maria
Cheap airfares on Chicago to Anna Maria flights allow you to stick to your budget and still have a great trip. We give you guaranteed low prices and make it easy to research and book discount flights using our website. Additionally, you can add your frequent flyer numbers to your Orbitz account profile, and this information will automatically be included on all your future reservations for qualified flights from Chicago to Anna Maria.
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Chicago to Anna Maria flights at discounted rates
Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on Chicago to Anna Maria flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.