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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 $43 One Way, $86 Round Trip from Colorado Springs to Chicago

Prices starting at $86 for return flights and $43 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.

Need A Hotel In Chicago After Your Flight?

Hotels In Top Chicago Neighborhoods

Near North Side
241 hotels

Kinzie Hotel

4.0 out of 5.0
from

$152

The Loop
142 hotels
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$141

Lakeview
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City Suites Hotel

3.0 out of 5.0
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Stay Near Exciting Chicago Attractions

More About Flying To Chicago from Colorado Springs

Route Information for Flights from Colorado Springs to Chicago

Origin Airport IATA CodeDEN
Destination Airport IATA CodeCHI
Distance886 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, JAL, Air Canada, LOT - Polish Airlines, Aer Lingus, United Airlines, Frontier Airlines, Southwest Airlines, Turkish Airlines, Royal Jordanian, SAS, Brussels Airlines, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival3:43PM UTC
Latest Flight Arrival5:45AM UTC

Flights Review

Feb 21, 2020

They had to replace sick pilot, right before we left, I was concerned because of tight connection in Chicago, but they managed it with just a few minutes delay and I made my connection.

Feb 14, 2020

I was impressed all around.

Feb 12, 2020

Low ticket prices but the baggage and seat fees were too expensive. No on board complementary beverages or snacks

Feb 12, 2020

It was very helpful to get a text with a map to my next gate from United.

Jan 25, 2020

Everything was great thanks

Jan 13, 2020

Weather was difficult that evening. Pilots and attendants were are professional, kind and efficient. Thank you.

Jan 4, 2020

Seats need power

Dec 16, 2019

Depart delay 3 hours due to mechanical issue, finally assigned to a different aircraft. That decision took too long.

Dec 12, 2019

wish i wason wish the express jet was the whole flight more leg room than yhe larger plane from ord to denver

Dec 6, 2019

No I’m happy with the service

Plan Your Trip from Colorado Springs to Chicago

Colorado Springs Airport

Travelers can quickly and easily find discount flights from Colorado Springs using Orbitz.com. Colorado Springs Airport is located approximately six miles from the Colorado Springs business district. The airport is also the site of Peterson Air Force Base, which is situated along the north side of the airport. The airport is served by several airlines, including American Airlines, Delta Air Lines, Frontier Airlines, and Skywest Airlines. Travelers can find low air fares from these airlines using Orbitz.com

Colorado Springs Airport Parking

Several parking options are available at Colorado Springs airport. There are more than 5,400 public parking spaces located near the terminal. Short-term parking is available at a rate of $1.00 for 30 minutes or a daily maximum rate of $8.00. Long-term parking is available at a rate of $1 per hour or a daily maximum rate of $6.00. Valet parking is also available at the airport at a flat day per rate of $14.00.

Colorado Springs Airport Transportation

Numerous taxi services in Colorado Springs offer transportation to and from Colorado Springs Airport. By booking your travel plans through Orbitz.com, you can quickly and easily book your airline tickets, as well as any ground transportation you may need. Travel times between the airport and downtown are between 20 and 25 minutes.

Colorado Springs Airport Restaurants

Several restaurant options are available at the Colorado Springs Airport for those who wish to grab a quick meal or snack before their flight. Restaurant choices include A&W, Quiznos Subs, Pikes Perk, Pizza Hut, and Mountain Vista Grille. By using Orbitz.com, travelers can find discount air fares on flights from Colorado Springs and book other necessary travel services, including car rentals.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Colorado Springs to Chicago - Frequently Asked Questions

Am I able to catch a flight from Colorado Springs to Chicago now?

The Covid-19 Travel Advisor will help you with questions about current travel restrictions and quarantine requirements when flying from Colorado Springs to Chicago.

Are there non-stop flights from Colorado Springs to Chicago?

Yes, if you're jetting from Denver Intl. Airport (DEN) to O'Hare Airport, you'll only have one flight number to remember. There are 3 airlines with direct services to pick from. Some of the best include:

  • United Airlines
  • American Airlines
  • Frontier Airlines
What is the shortest flight from Colorado Springs to Chicago?

With the trip from Colorado Springs to Chicago taking a minimum of 3 hours and 8 minutes, there's plenty of time to kick back and enjoy the ride. Indulge in an in-flight vino and settle into your seat with a riveting book or movie.

What airlines fly from Colorado Springs to Chicago most frequently?

There are two airlines offering the most frequent flights from Denver, CO Airport (DEN-Denver Intl.) to ORD, including United Airlines (UA). Popular with travelers, it operates 265 flights on this route each month. If you can't find the right flight there, look up the airfares with American Airlines (AA). This carrier is a terrific alternative and has 143 flights from Colorado Springs to Chicago monthly.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

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.