$64 Cheap flight deals from Chicago (CHI) to River Ranch (MCO)
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This Weekend's Flight Deals from Chicago to River Ranch
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.
ORD
O'Hare Intl.
MCO
Orlando Intl.
$259 Roundtrip, found 11 hours ago
$259
Roundtrip
found 11 hours ago
RFD
Greater Rockford
MCO
Orlando Intl.
$360 Roundtrip, found 5 days ago
$360
Roundtrip
found 5 days ago
MDW
Midway Intl.
MCO
Orlando Intl.
$378 Roundtrip, just found
$378
Roundtrip
just found
Airfares from $64 One Way, $126 Round Trip from Chicago to River Ranch
Prices starting at $126 for return flights and $64 for one-way flights to River Ranch were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
MCO
Orlando
$126 Roundtrip, found 22 hours ago
$126
Roundtrip
found 22 hours ago
ORD
Chicago
MCO
Orlando
$131 Roundtrip, found 5 hours ago
$131
Roundtrip
found 5 hours ago
MDW
Chicago
MCO
Orlando
$210 Roundtrip, found 9 hours ago
$210
Roundtrip
found 9 hours ago
RFD
Rockford
MCO
Orlando
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
MDW
Chicago
MCO
Orlando
$217 Roundtrip, found 9 hours ago
$217
Roundtrip
found 9 hours ago
River Ranch economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Westgate Cocoa Beach Resort
8.6/10 Excellent! (550 reviews)
Aug 17 - Aug 21
4 night stay
Chicago (ORD) to Orlando (MCO)
American Airlines • Coach
Orlando (MCO) to Chicago (ORD)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,388, price is now $763 per person
$763
per person
found 1 day ago
Sue behind the bar was amazing. Hotel is a little dated and could use a new external color scheme. Rooms were modernized and mostly clean (sofa needs vacuumed) We had a great time and made use of all the pool areas and took advantage of happy hour every day. It is a bit of a walk from the main part of the resort to the beach so keep that in mind. Great place for family relaxing
Reviewed on Oct 5, 2025
4.0-star property
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
9.2/10 Wonderful! (1,006 reviews)
Jul 27 - Aug 3
7 night stay
Chicago (CHI) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,120, price is now $1,267 per person
$1,267
per person
found 1 day ago
This place is amazing! I just wish we had more time to enjoy the resort.
Reviewed on Apr 1, 2026
3.5-star property
The Resort on Cocoa Beach
9.4/10 Exceptional! (654 reviews)
Aug 17 - Aug 21
4 night stay
Chicago (ORD) to Orlando (MCO)
American Airlines • Coach
Orlando (MCO) to Chicago (ORD)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,085, price is now $777 per person
$777
per person
found 1 day ago
Great stay. Wish we had more time. The only complaint I have is the thermostat….you can’t set it below 70 degrees and my wife and I always run hot and like a cool room at night to sleep. The staff said there is absolutely no way to over ride the setting and offered some portable fans. I’m of the opinion that paying guests should be able to set the temp of their room.
Reviewed on Jan 24, 2026
River Ranch packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Palazzo Lakeside Hotel
8.2/10 Very Good! (5,198 reviews)
Aug 18 - Aug 23
5 night stay
Chicago (ORD) to Orlando (MCO)
Frontier Airlines • Roundtrip • PremiumEconomy
Price was $608, price is now $451 per person
$451
per person
found 1 day ago
Staff helpful for 24hr assistance. The room was clean, pool was clean, quiet, and safe. Will definitely visit again.
Reviewed on Jun 14, 2026
2.0-star property
Seasons Florida Resort
9/10 Wonderful! (3,656 reviews)
Aug 18 - Aug 23
5 night stay
Chicago (ORD) to Orlando (MCO)
Frontier Airlines • Roundtrip • PremiumEconomy
Price was $691, price is now $459 per person
$459
per person
found 1 day ago
Air conditioning LOUD. Works ok. clean room
Reviewed on Jun 1, 2026
2.5-star property
Galleria Palms Hotel
9/10 Wonderful! (3,817 reviews)
Aug 18 - Aug 23
5 night stay
Chicago (ORD) to Orlando (MCO)
Frontier Airlines • Roundtrip • PremiumEconomy
Price was $644, price is now $504 per person
$504
per person
found 1 day ago
The breakfast was not great like others rebiew. The bananas were akready turning brown the apples were bruised. Are was not clean for a fresh day. Options limited
Reviewed on Jun 1, 2026
River Ranch first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Westgate Lakes Resort & Spa Universal Studios Area
8.4/10 Very Good! (6,584 reviews)
Aug 18 - Aug 23
5 night stay
Chicago (ORD) to Orlando (MCO)
Delta • Non-stop roundtrip • FirstClass
Price was $1,278, price is now $985 per person
$985
per person
found 1 day ago
Everything was average. I chose this hotel because of the kids’ pool and water park, not knowing that access to the water park required an additional charge on top of the stay. This information was not disclosed until our arrival. It would have been helpful to know about these extra fees beforehand, as it may have influenced my decision when choosing this hotel.
Reviewed on May 31, 2026
4.0-star property
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
9.2/10 Wonderful! (1,006 reviews)
Aug 18 - Aug 23
5 night stay
Chicago (ORD) to Orlando (MCO)
Delta • Non-stop roundtrip • FirstClass
Price was $2,006, price is now $1,448 per person
$1,448
per person
found 1 day ago
This place is amazing! I just wish we had more time to enjoy the resort.
Reviewed on Apr 1, 2026
4.0-star property
FantasyWorld Resort
8.8/10 Excellent! (1,035 reviews)
Aug 18 - Aug 23
5 night stay
Chicago (ORD) to Orlando (MCO)
Delta • Non-stop roundtrip • FirstClass
Price was $1,204, price is now $1,057 per person
$1,057
per person
found 1 day ago
Very clean property, friendly and helpful staff. Great pool with lazy river. Will definitely be back.
Reviewed on May 6, 2026
More About Flying To River Ranch from Chicago
Route Information for Flights from Chicago to River Ranch
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | MCO |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to River Ranch
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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.