
$53 Cheap flight deals from Orlando (ORL) to Rosemont (CHI)
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This Weekend's Flight Deals from Orlando to Rosemont
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 $53 One Way, $102 Round Trip from Orlando to Rosemont
Prices starting at $102 for return flights and $53 for one-way flights to Rosemont were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Rosemont economy flight packages

Hotel Felix River North/Magnificent Mile
Jul 24 - Jul 27
Orlando (MCO) to Chicago (ORD)
Reviewed on May 2, 2026

Hotel Riu Plaza Chicago
Jul 16 - Jul 19
Orlando (MCO) to Chicago (ORD)
Reviewed on Jun 5, 2026

Level Chicago Fulton Market
Jul 16 - Jul 20
Orlando (MCO) to Chicago (ORD)
Chicago (ORD) to Orlando (MCO)
Rosemont first class flight packages

Hotel Riu Plaza Chicago
Aug 6 - Aug 10
Orlando (MCO) to Chicago (ORD)
Reviewed on Jun 5, 2026


The Emily Hotel
Aug 6 - Aug 10
Orlando (MCO) to Chicago (ORD)
Reviewed on Jul 26, 2025
More About Flying To Rosemont from Orlando
Route Information for Flights from Orlando to Rosemont
Origin Airport IATA Code | ORL |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Orlando to Rosemont
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Guaranteed low prices for Orlando to Rosemont flights makes Orbitz the perfect online budget travel source.
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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.


