$100 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 9 - Tue, Jun 18
MDW
Midway Intl.
COS
Colorado Springs
$344 Roundtrip, found 6 days ago
$344
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Jun 9 from Midway Intl. to Colorado Springs, returning Tue, Jun 18, priced at $344 found 6 days ago
Sun, Jun 9 - Tue, Jun 25
ORD
O'Hare Intl.
COS
Colorado Springs
$462 Roundtrip, found 3 days ago
$462
Roundtrip
found 3 days ago
Select United flight, departing Sun, Jun 9 from O'Hare Intl. to Colorado Springs, returning Tue, Jun 25, priced at $462 found 3 days ago

Airfares from $100 One Way, $223 Round Trip from Chicago to Pueblo

Prices starting at $223 for return flights and $100 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, Aug 7 - Wed, Aug 14
ORD
Chicago
COS
Colorado Springs
$223 Roundtrip, found 2 days ago
$223
Roundtrip
found 2 days ago
Select United flight, departing Wed, Aug 7 from Chicago to Colorado Springs, returning Wed, Aug 14, priced at $223 found 2 days ago
Wed, Aug 7 - Wed, Aug 14
ORD
Chicago
COS
Colorado Springs
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Select United flight, departing Wed, Aug 7 from Chicago to Colorado Springs, returning Wed, Aug 14, priced at $231 found 2 days ago
Tue, Aug 13 - Tue, Aug 20
MDW
Chicago
COS
Colorado Springs
$232 Roundtrip, found 3 days ago
$232
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Aug 13 from Chicago to Colorado Springs, returning Tue, Aug 20, priced at $232 found 3 days ago
Tue, Jul 16 - Wed, Jul 24
ORD
Chicago
COS
Colorado Springs
$232 Roundtrip, found 20 hours ago
$232
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Jul 16 from Chicago to Colorado Springs, returning Wed, Jul 24, priced at $232 found 20 hours ago
Tue, Aug 6 - Tue, Aug 13
ORD
Chicago
COS
Colorado Springs
$232 Roundtrip, found 2 days ago
$232
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 6 from Chicago to Colorado Springs, returning Tue, Aug 13, priced at $232 found 2 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
909 mi
Direct Flight Airlines
Emirates, Lufthansa, United Airlines
Earliest Flight Arrival
5:24PM UTC
Latest Flight Arrival
3:39AM UTC

Chicago to Pueblo

For the best travel experience from Chicago to Pueblo domestic and international travelers everywhere choose Orbitz for guaranteed low prices and cutting-edge mobile tools.

Convenient Low-Cost Travel

Orbitz makes it simple to book discount flights from Chicago to {destination.name} without compromising your schedule. You can always find deals on domestic flights from a location near you. You may find the best deals to fit your schedule by mixing and matching airlines to get you from Chicago to Pueblo.

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You can access Orbitz anywhere at anytime for travel from Chicago to Pueblo using the latest technology. Via your mobile phone you can track any changes to your flight status, gate and baggage claim details, and with Orbitz’s full-service mobile apps for iPhone and Android you can view these trip details anytime anywhere. You can also get fare alerts and travel updates to keep you informed of the cheapest flights from Chicago to Pueblo.

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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.