
$118 Cheap flight deals from Chicago (CHI) to Roscoe (MSV)
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This Weekend's Flight Deals from Chicago to Roscoe
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 $118 One Way, $259 Round Trip from Chicago to Roscoe
Prices starting at $259 for return flights and $118 for one-way flights to Roscoe were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Roscoe economy flight packages

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
May 15 - May 17
Chicago (CHI) to Newburgh (SWF)
Reviewed on Dec 16, 2025


Sleep Inn & Suites Monroe - Woodbury
May 15 - May 17
Chicago (CHI) to Newburgh (SWF)
Reviewed on Jan 1, 2026
More About Flying To Roscoe from Chicago
Route Information for Flights from Chicago to Roscoe
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | MSV |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Roscoe
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Roscoe Airports
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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.


