$129 Cheap flight deals from Chicago (CHI) to Pueblo (COS)

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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 8 - Mon, Jun 9
ORD
O'Hare Intl.
COS
Colorado Springs
$376 Roundtrip, found 4 days ago
$376
Roundtrip
found 4 days ago
Select United flight, departing Sun, Jun 8 from O'Hare Intl. to Colorado Springs, returning Mon, Jun 9, priced at $376 found 4 days ago

Airfares from $129 One Way, $258 Round Trip from Chicago to Pueblo

Prices starting at $258 for return flights and $129 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.

Wed, Jul 2 - Wed, Jul 9
MDW
Chicago
COS
Colorado Springs
$258 Roundtrip, found 5 days ago
$258
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jul 2 from Chicago to Colorado Springs, returning Wed, Jul 9, priced at $258 found 5 days ago
Wed, Aug 27 - Sun, Aug 31
ORD
Chicago
COS
Colorado Springs
$263 Roundtrip, found 17 hours ago
$263
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Wed, Aug 27 from Chicago to Colorado Springs, returning Sun, Aug 31, priced at $263 found 17 hours ago
Wed, Jul 2 - Wed, Jul 9
MDW
Chicago
COS
Colorado Springs
$267 Roundtrip, found 5 days ago
$267
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jul 2 from Chicago to Colorado Springs, returning Wed, Jul 9, priced at $267 found 5 days ago
Mon, Jun 30 - Tue, Jul 8
ORD
Chicago
COS
Colorado Springs
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Jun 30 from Chicago to Colorado Springs, returning Tue, Jul 8, priced at $277 found 5 days ago
Wed, Jul 2 - Wed, Jul 9
MDW
Chicago
COS
Colorado Springs
$286 Roundtrip, found 5 days ago
$286
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Jul 2 from Chicago to Colorado Springs, returning Wed, Jul 9, priced at $286 found 5 days 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

Whether you want to book cheap flights from Chicago to Pueblo or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Chicago to Pueblo flights.

Make the Most of Your Vacation

Not only does Orbitz have cheap deals for Chicago to Pueblo flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Pueblo.

Planning on the Go

Book your flights from Chicago to Pueblo wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Chicago to Pueblo flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.

Craft Your Perfect Vacation

Orbitz takes the stress out of vacation planning with great deals on flights from Chicago to Pueblo, hotels, car rentals, cruises, and more. Mix and match results for your perfect trip, or book a complete vacation package.

Keep Informed With Orbitz

With Orbitz’s free alerts service, you will stay informed of flight or services disruptions to your Chicago to Pueblo flights. The alerts can be sent straight to your mobile phone or email.

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.