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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.
Prices starting at $146 for return flights and $44 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Reviewed on Apr 29, 2023
Reviewed on Jan 26, 2023
Reviewed on Mar 31, 2023
Origin Airport IATA Code
Destination Airport IATA Code
Direct Flight Airlines
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Earliest Flight Arrival
Latest Flight Arrival
Great overall service. Smooth landing. Plane was even early.
When you want a change of pace from the snowy mountains of Colorado Springs, Chicago offers a lovely lakefront setting and a bustling urban center. With Orbitz.com, you can find flights from Colorado Springs to Chicago and enjoy a quick booking process.
The Colorado Springs Airport is the biggest airport in the area. It sits about six miles outside of town, making it an easy drive from anywhere in the city. Driving is the easiest way to reach the airport, and parking is available for just $6 per day in the long-term lot. If you would prefer to take a taxi, any of the local taxi companies can get you to the airport in less than thirty minutes.
Often called the “Second City,” Chicago has a thriving cultural scene and a diverse population. From traveling musical productions to exciting sporting events, the city has something for everyone. Don’t miss the Shedd Aquarium, the Navy Pier, or the extensive waterfront trails. When you fly into Chicago, you’ll land at either the Chicago Midway International Airport or the Chicago O’Hare International Airport. The Midway Airport is closer to the center of the city. You can take the train from either airport into the downtown area in less than an hour. Taxis and rental cars are also readily available. When you’re packing for your trip, be sure to include cold-weather gear for winter days and light, breathable layers for summer adventures. In December and January, temperatures frequently drop to 25°F and lower. Summer days average 80°F with high humidity.
With its remarkable natural surroundings and world-class performing arts, Chicago makes the perfect vacation spot. After you find flights from Colorado Springs to Chicago on Orbitz.com, you can take advantage of the special offers on local attractions and tours.
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.