
$112 Cheap flight deals from Chicago (CHI) to Winston-Salem (GSO)
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This Weekend's Flight Deals from Chicago to Winston-Salem
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 $112 One Way, $203 Round Trip from Chicago to Winston-Salem
Prices starting at $203 for return flights and $112 for one-way flights to Winston-Salem were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Winston-Salem economy flight packages

Comfort Suites Whitsett - Greensboro East
Jun 27 - Jun 29
Chicago (ORD) to Greensboro (GSO)
Greensboro (GSO) to Chicago (ORD)
Reviewed on Mar 27, 2025

DoubleTree by Hilton Greensboro Airport
Jun 27 - Jun 29
Chicago (ORD) to Greensboro (GSO)
Greensboro (GSO) to Chicago (ORD)
Reviewed on Jun 10, 2024

La Quinta Inn & Suites by Wyndham Greensboro NC
Jun 27 - Jun 29
Chicago (ORD) to Greensboro (GSO)
Greensboro (GSO) to Chicago (ORD)
Reviewed on Mar 16, 2025
More About Flying To Winston-Salem from Chicago
Route Information for Flights from Chicago to Winston-Salem
Origin Airport IATA Code | CHI |
---|---|
Destination Airport IATA Code | GSO |
Distance | 588 mi |
Direct Flight Airlines | American Airlines, Qatar Airways, JAL, Alaska Airlines, Air Canada, ANA, Air New Zealand, United Airlines |
Earliest Flight Arrival | 3:09PM UTC |
Latest Flight Arrival | 1:40AM UTC |
Chicago to Winston-Salem
Orbitz has your discount air ticket deals for flights from Chicago to Winston-Salem. The guaranteed low prices from flights and hotels to car rentals and vacation packages make Orbitz the perfect travel website for budget trip planning.
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Orbitz Keeps You Up-to-Date With Instant Flight Alerts
While Orbitz gives you access to cheap tickets for Chicago to Winston-Salem flights, the travel site also offers free email, voice, or text message alerts to keep you informed of any abrupt changes or delays that affect your travel. You can even choose to have the alerts sent to up to six of your mobile or email contacts to keep your friends in the loop.
Bargain Chicago to Winston-Salem Flights With Mobile Apps
Download the cutting-edge Orbitz app for either Android or iPhone, and use it to check on the status of your upcoming flights from Chicago to Winston-Salem at any time. These apps also make it easy for you to book discount hotel rates in your destination city and check for deals on future Chicago to Winston-Salem flights.
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Winston-Salem 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.