$34 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.

Sat, Nov 15 - Sat, Nov 22
MDW
Midway Intl.
MCO
Orlando Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Nov 15 from Midway Intl. to Orlando Intl., returning Sat, Nov 22, priced at $118 just found
Sun, Nov 16 - Sat, Nov 22
ORD
O'Hare Intl.
MCO
Orlando Intl.
$180 Roundtrip, found 2 hours ago
$180
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sun, Nov 16 from O'Hare Intl. to Orlando Intl., returning Sat, Nov 22, priced at $180 found 2 hours ago
Fri, Nov 14 - Mon, Nov 17
RFD
Greater Rockford
MCO
Orlando Intl.
$371 Roundtrip, found 3 days ago
$371
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Nov 14 from Greater Rockford to Orlando Intl., returning Mon, Nov 17, priced at $371 found 3 days ago

Airfares from $34 One Way, $118 Round Trip from Chicago to River Ranch

Prices starting at $118 for return flights and $34 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.

Sat, Jan 31 - Thu, Feb 5
ORD
Chicago
MCO
Orlando
$137 Roundtrip, just found
$137
Roundtrip
just found
Select United flight, departing Sat, Jan 31 from Chicago to Orlando, returning Thu, Feb 5, priced at $137 just found
Mon, Feb 2 - Thu, Feb 5
ORD
Chicago
MCO
Orlando
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Mon, Feb 2 from Chicago to Orlando, returning Thu, Feb 5, priced at $137 found 1 hour ago
Sat, Jan 31 - Thu, Feb 5
ORD
Chicago
MCO
Orlando
$137 Roundtrip, just found
$137
Roundtrip
just found
Select American Airlines flight, departing Sat, Jan 31 from Chicago to Orlando, returning Thu, Feb 5, priced at $137 just found
Fri, Jan 30 - Fri, Feb 6
RFD
Rockford
MCO
Orlando
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jan 30 from Rockford to Orlando, returning Fri, Feb 6, priced at $139 found 1 day ago
Sat, Jan 31 - Thu, Feb 5
ORD
Chicago
MCO
Orlando
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Sat, Jan 31 from Chicago to Orlando, returning Thu, Feb 5, priced at $197 just found

River Ranch economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

8/10 Very Good! (1,368 reviews)

Dec 26 - Dec 31

5 night stay

Chicago (CHI) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,225, price is now $636 per person
$636
per person
found 1 day ago
We took our 3 year old nephew here and he had a BLAST! There is so much to do, we didn’t leave for 2 of the 3 days that we stayed. He’s about 42 inches which got him on most of the slides but not all. Keep size in mind when booking for little ones because if they’re under 40in they’re limited to the slides. He was a little bummed that he couldn’t do the pirates plunge (biggest slide) but there were enough distractions that it didn’t matter. Also, the lazy river is great! Just be careful with the big kids, they tend to knock the little ones over or into the wall because they’re just running through it. The water park is an extra fee FYI There’s “ice” skating, swan paddle boats, water park, mini golf, a train trolly, restaurants, arcade, jungle gym, multiple pools. Definitely a good spot if you don’t want to do the parks every day that you’re there! Highly recommend.

Reviewed on Apr 6, 2025

Summerville Vacation Homes by Columbia Management
4.0-star property

Summerville Vacation Homes by Columbia Management

8.4/10 Very Good! (152 reviews)

Dec 24 - Dec 29

5 night stay

Chicago (CHI) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Chicago (CHI)

Frontier Airlines • Coach
Price was $1,853, price is now $906 per person
$906
per person
found 1 day ago
This concept is nicer than staying in a hotel room. The home was spacious and decorated very well. All necessities were provided. However, the ice maker in the refrigerator was not working. We were only there for 3 nights so I didn’t bother management with it.

Reviewed on Apr 19, 2021

Westgate Cocoa Beach Resort
4.0-star property

Westgate Cocoa Beach Resort

8.8/10 Excellent! (494 reviews)

Dec 27 - Jan 2

6 night stay

Chicago (MDW) to Orlando (MCO)

Southwest Airlines • Coach

Orlando (MCO) to Chicago (MDW)

Frontier Airlines • Coach
Save 100% on your flight
Price was $2,930, price is now $1,603 per person
$1,603
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

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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.