
Cheap flight deals from Chicago (CHI) to Lady Lake (OCF)
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Lady Lake economy flight packages

Palazzo Lakeside Hotel
May 15 - May 17
Chicago (CHI) to Orlando (MCO)
Orlando (MCO) to Chicago (CHI)
Reviewed on Feb 9, 2026

Westgate Vacation Villas Resort
Jun 4 - Jun 9
Chicago (ORD) to Orlando (MCO)
Reviewed on Feb 16, 2026

Westgate Palace Hotel / Universal / I-Drive
Jun 3 - Jun 6
Chicago (CHI) to Orlando (MCO)
Orlando (MCO) to Chicago (CHI)
Reviewed on Dec 28, 2025
Lady Lake packages with premium economy flights

Comfort Inn Kissimmee-Lake Buena Vista South
May 26 - May 29
Chicago (ORD) to Orlando (MCO)
Orlando (MCO) to Chicago (ORD)
Reviewed on Feb 1, 2026

Encore Resort and Water Park at Reunion by Rentyl
May 26 - May 29
Chicago (ORD) to Orlando (MCO)
Orlando (MCO) to Chicago (ORD)
Reviewed on Jun 22, 2024

Orlando Vacation Rooms
May 26 - May 29
Chicago (ORD) to Orlando (MCO)
Orlando (MCO) to Chicago (ORD)
Reviewed on Jan 14, 2024
Lady Lake first class flight packages

Vero Beach Inn & Suites I-95
Jun 2 - Jun 7
Rockford (RFD) to Orlando (MCO)
Reviewed on Jan 10, 2026
More About Flying To Lady Lake from Chicago
Route Information for Flights from Chicago to Lady Lake
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | OCF |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Lady Lake
For the best travel experience from Chicago to Lady Lake domestic and international travelers everywhere choose Orbitz for guaranteed low prices and cutting-edge mobile tools.
Convenient Low-Cost Travel
Orbitz makes it simple to book discount flights from Chicago to {destination.name} without compromising your schedule. You can always find deals on domestic flights from a location near you. You may find the best deals to fit your schedule by mixing and matching airlines to get you from Chicago to Lady Lake.
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Earn Rewards on Your Chicago to Lady Lake Flights
At Orbitz you can benefit from low cost travel and have your loyalty rewarded on certain types of Chicago to Lady Lake flights. All you need to do is enter you frequent flyer number when booking and rack up your rewards through Orbitz online on the Traveler Information page for use on future flights. You can even add your frequent flyer number to an existing reservation to start the ball rolling.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to London
- Chicago to Washington
- Chicago to Paris
- Chicago to Toronto
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
Lady Lake Airports
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.