$29 Cheap flight deals from Chicago (CHI) to Holiday (TPA)
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This Weekend's Flight Deals from Chicago to Holiday
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 $29 One Way, $58 Round Trip from Chicago to Holiday
Prices starting at $58 for return flights and $29 for one-way flights to Holiday were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Holiday economy flight packages
Candlewood Suites Safety Harbor - Clearwater NE by IHG
Feb 12 - Feb 16
Chicago (CHI) to Tampa (TPA)
Tampa (TPA) to Chicago (CHI)
Reviewed on Jun 25, 2024
Holiday packages with premium economy flights
ChartHouse Clearwater Beach Marina Hotel
Feb 4 - Feb 7
Chicago (CHI) to Tampa (TPA)
Reviewed on Oct 24, 2025
The Avalon Club
Feb 4 - Feb 7
Chicago (CHI) to Tampa (TPA)
Reviewed on Aug 17, 2025
Pier House 60 Clearwater Beach Marina Hotel
Feb 4 - Feb 7
Chicago (CHI) to Tampa (TPA)
Reviewed on Oct 22, 2025
Holiday first class flight packages
ChartHouse Clearwater Beach Marina Hotel
Feb 4 - Feb 9
Chicago (CHI) to Tampa (TPA)
Reviewed on Oct 24, 2025
The Avalon Club
Feb 4 - Feb 9
Chicago (CHI) to Tampa (TPA)
Reviewed on Aug 17, 2025
Pier House 60 Clearwater Beach Marina Hotel
Feb 4 - Feb 9
Chicago (CHI) to Tampa (TPA)
Reviewed on Oct 22, 2025
More About Flying To Holiday from Chicago
Route Information for Flights from Chicago to Holiday
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | TPA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Holiday
Orbitz is your one-stop source for great online deals on {origin.name} to Holiday flights. With our cutting-edge mobile tools and low fares, you are never far from finding fantastic savings on flights from Chicago to Holiday.
Unbeatable Deals for Flights From Chicago to Holiday
If you are looking for the cheapest {origin.name} to Holiday flights, you can save your money and your sanity by booking your air fare through Orbitz. Our low price guarantee for international and domestic flights leaves more money in your wallet to spend on activities, restaurants, attractions, and other adventures in your destination.
Book Cheap Chicago to Holiday Flights Anytime
There is no need to hover by your computer for the latest air ticket deals—our free mobile apps keep you informed. Find discount air fare and accommodations, research your destination, and buy bargain flights from Chicago to Holiday on your Android device, iPad, or iPhone. Stay updated about any updates, disruptions, and delays to your flight by signing up for instant email or text alerts
Don't Miss Out on Frequent Flyer Points
You can still earn points or miles for your frequent flyer program when you take advantage of our low fare Chicago to Holiday flights. When you book through Orbitz, you just need to provide your frequent flyer details to get credit for qualifying flights.
Easy Flight Cancellation
In most cases, you can cancel flights from Chicago to Holiday online with the same ease as you booked them.
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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.