$29 Cheap flight deals from Chicago (CHI) to Haines City (ORL)
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This Weekend's Flight Deals from Chicago to Haines City
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 Haines City
Prices starting at $58 for return flights and $29 for one-way flights to Haines City were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Haines City economy flight packages
Hibiscus Suites - Gateway to Siesta Key
Feb 3 - Feb 9
Chicago (CHI) to Tampa (TPA)
Reviewed on Jun 16, 2024
Haines City packages with premium economy flights
Ocean Club Treasure Island Hotel
Feb 22 - Feb 25
Chicago (ORD) to Tampa (TPA)
Reviewed on Dec 4, 2025
The Avalon Club
Feb 22 - Feb 25
Chicago (ORD) to Tampa (TPA)
Reviewed on Aug 17, 2025
Island Grand at TradeWinds
Feb 22 - Feb 25
Chicago (ORD) to Tampa (TPA)
Reviewed on Aug 4, 2025
Haines City first class flight packages
More About Flying To Haines City from Chicago
Route Information for Flights from Chicago to Haines City
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | ORL |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Haines City
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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.