$133 Cheap flight deals from Chicago (CHI) to Pueblo (COS)

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Airfares from $133 One Way, $245 Round Trip from Chicago to Pueblo

Prices starting at $245 for return flights and $133 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.

Sat, Oct 31 - Tue, Nov 3
ORD
Chicago
COS
Colorado Springs
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 31 from Chicago to Colorado Springs, returning Tue, Nov 3, priced at $245 found 1 day ago
Sat, Oct 31 - Tue, Nov 3
ORD
Chicago
COS
Colorado Springs
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 31 from Chicago to Colorado Springs, returning Tue, Nov 3, priced at $249 found 1 day ago
Sat, Oct 31 - Tue, Nov 3
ORD
Chicago
COS
Colorado Springs
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 31 from Chicago to Colorado Springs, returning Tue, Nov 3, priced at $255 found 1 day ago
Sat, Oct 17 - Wed, Oct 21
ORD
Chicago
COS
Colorado Springs
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 17 from Chicago to Colorado Springs, returning Wed, Oct 21, priced at $259 found 1 day ago
Sat, Oct 31 - Tue, Nov 3
ORD
Chicago
COS
Colorado Springs
$265 Roundtrip, found 1 day ago
$265
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 31 from Chicago to Colorado Springs, returning Tue, Nov 3, priced at $265 found 1 day 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
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Pueblo

Orbitz has your best deals on Chicago to Pueblo flights. From guaranteed low prices to cutting-edge mobile tools, the perfect trip begins on Orbitz.
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Budget Travel Planning Made Easy

It's easy to find discount air tickets for flights from Chicago to Pueblo on Orbitz. Mix and match airlines for your departing and your returning flights to find the lowest fares and the best schedule.

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.

More Destinations

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.