Cheap Flight Deals From Colorado Springs (DEN) to Chicago (CHI) Starting at $64

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Colorado Springs to Chicago

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 $64 One Way, $128 Round Trip from Colorado Springs to Chicago

Prices starting at $128 for return flights and $64 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.

Chicago economy flight packages

Fairmont Chicago at Millennium Park
Hyatt Centric The Loop Chicago
Best Western Grant Park Hotel
Don't see what you're looking for?
See all available trips from Colorado Springs to Chicago
View all trips

More About Flying To Chicago from Colorado Springs

Route Information for Flights from Colorado Springs to Chicago

Origin Airport IATA Code DEN
Destination Airport IATA Code CHI
Distance 886 mi
Direct Flight Airlines American Airlines, Qatar Airways, JAL, Air Canada, LOT - Polish Airlines, Austrian, Aer Lingus, SWISS, United Airlines, Turkish Airlines, Southwest Airlines, Royal Jordanian, Finnair, SAS, Iberia, Brussels Airlines, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival 3:10PM UTC
Latest Flight Arrival 6:15AM UTC

Traveling from Colorado Springs to Chicago

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.

Flying out of Colorado Springs

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.

Things to Do in Chicago

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.

Experience Chicago

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.

Frequently asked questions

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.