$127 Cheap flight deals from Chicago (CHI) to Pueblo (COS)

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 Chicago to Pueblo

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.

Sun, Jun 22 - Sun, Jun 29
ORD
O'Hare Intl.
PUB
Pueblo Memorial
$511 Roundtrip, found 6 days ago
$511
Roundtrip
found 6 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, Jun 22 from O'Hare Intl. to Pueblo Memorial, returning Sun, Jun 29, priced at $511 found 6 days ago
Sat, Jun 21 - Mon, Jun 30
MDW
Midway Intl.
COS
Colorado Springs
$627 Roundtrip, found 2 days ago
$627
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Jun 21 from Midway Intl. to Colorado Springs, returning Mon, Jun 30, priced at $627 found 2 days ago

Airfares from $127 One Way, $222 Round Trip from Chicago to Pueblo

Prices starting at $222 for return flights and $127 for one-way flights to Pueblo were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jul 22 - Sat, Jul 26
ORD
Chicago
COS
Colorado Springs
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jul 22 from Chicago to Colorado Springs, returning Sat, Jul 26, priced at $222 found 5 days ago
Tue, Jul 22 - Fri, Aug 1
ORD
Chicago
COS
Colorado Springs
$251 Roundtrip, found 6 days ago
$251
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Jul 22 from Chicago to Colorado Springs, returning Fri, Aug 1, priced at $251 found 6 days ago
Wed, Sep 10 - Thu, Sep 11
ORD
Chicago
COS
Colorado Springs
$253 Roundtrip, found 6 hours ago
$253
Roundtrip
found 6 hours ago
Select United flight, departing Wed, Sep 10 from Chicago to Colorado Springs, returning Thu, Sep 11, priced at $253 found 6 hours ago
Wed, Aug 27 - Sun, Aug 31
ORD
Chicago
COS
Colorado Springs
$261 Roundtrip, found 10 hours ago
$261
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Wed, Aug 27 from Chicago to Colorado Springs, returning Sun, Aug 31, priced at $261 found 10 hours ago
Wed, Sep 10 - Thu, Sep 11
ORD
Chicago
COS
Colorado Springs
$262 Roundtrip, found 6 hours ago
$262
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Sep 10 from Chicago to Colorado Springs, returning Thu, Sep 11, priced at $262 found 6 hours ago

More About Flying To Pueblo from Chicago

Route Information for Flights from Chicago to Pueblo

Origin Airport IATA Code
CHI
Destination Airport IATA Code
COS
Distance
909 mi
Direct Flight Airlines
American Airlines, Emirates, Lufthansa, United Airlines
Earliest Flight Arrival
5:08PM UTC
Latest Flight Arrival
3:39AM UTC

Chicago to Pueblo

If you are looking for guaranteed low prices on flights from Chicago to Pueblo, then look no further than Orbitz. Orbitz offers everything you need to plan the perfect trip—from cheap deals and bargain holiday packages to cutting-edge mobile tools.

Your Perfect PuebloVacation Package

Orbitz gives you access to exclusive deals and discounts on flights from Chicago to Pueblo. Mix and match hotels and Chicago to Pueblo flights to create your dream vacation. All your options are displayed at a glance with the Orbitz Matrix Display, which shows your package savings and built-in extras, such as free nights.

Stress free Searches Even on the Move

With free mobile apps for iPhone and Android, you never have to miss out on great prices on flights from Chicago to Pueblo. In a hurry? No worry—just check your flight status using m.orbtiz.com via your mobile browser or to book that exclusive hotel deal.

Don’t Forget the Car Rental

Need a car after your Chicago to Pueblo flights? Not only do you get great rental deals when you book in advance with Orbitz, we can send your flight details to the car rental company, so it knows when your flight from Chicago to Pueblo is delayed.

Low Price Guarantee

With the best deals and easy searching options, Orbitz make it easy and fun to find cheap Chicago to Pueblo flights, a great hotel, or a full vacation package. With Orbitz’s low price guarantee, you always get great discounts on air ticket prices.

Frequently asked questions

Are there non-stop flights from Chicago to Pueblo?
Yes, there are two airlines that offer nonstop flights from Chicago, IL (ORD-O’Hare Intl.) to City of Colorado Springs Municipal Airport. Look for a bargain fare and take to the skies with United Airlines or American Airlines.
What is the shortest flight from Chicago to Pueblo?
Traveling from Chicago, IL (ORD-O’Hare Intl.) to City of Colorado Springs Municipal Airport takes at least 3 hours and 15 minutes. Indulge in a tipple and read a few magazines — it’s the perfect opportunity to chill out.
What airlines fly from Chicago to Pueblo most frequently?
The carriers that fly frequently between Chicago, IL (ORD-O’Hare Intl.) and Colorado Springs Airport (COS) include United Airlines (UA). This popular option offers 60 flights on the route each month. If you can’t find the right flight there, check out American Airlines (AA). This airline is a fantastic alternative and operates 30 flights from Chicago to Pueblo each month.
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 2021 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 from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. 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.