$284 Cheap Flights from Chicago (ORD) to Telluride (TEX)

View $284 flight on Tue, Jun 3, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Telluride (ORD-TEX)

Prices were available within the past 7 days and start at $284 for one-way flights and $521 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Aug 18 - Fri, Aug 22
ORD
Chicago
TEX
Telluride
$521 Roundtrip, found 6 days ago
$521
Roundtrip
found 6 days ago
Select United flight, departing Mon, Aug 18 from Chicago to Telluride, returning Fri, Aug 22, priced at $521 found 6 days ago
United
Mon, Aug 18 - Fri, Aug 22
ORD
Chicago
TEX
Telluride
$580 Roundtrip, found 6 days ago
$580
Roundtrip
found 6 days ago
Select United flight, departing Mon, Aug 18 from Chicago to Telluride, returning Fri, Aug 22, priced at $580 found 6 days ago
United
Sat, Aug 2 - Wed, Aug 6
ORD
Chicago
TEX
Telluride
$586 Roundtrip, found 2 days ago
$586
Roundtrip
found 2 days ago
Select United flight, departing Sat, Aug 2 from Chicago to Telluride, returning Wed, Aug 6, priced at $586 found 2 days ago
American Airlines
Tue, Jun 10 - Sat, Jun 14
ORD
Chicago
TEX
Telluride
$603 Roundtrip, found 1 day ago
$603
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 10 from Chicago to Telluride, returning Sat, Jun 14, priced at $603 found 1 day ago
United
Fri, Oct 10 - Mon, Oct 13
ORD
Chicago
TEX
Telluride
$604 Roundtrip, found 1 day ago
$604
Roundtrip
found 1 day ago
Select United flight, departing Fri, Oct 10 from Chicago to Telluride, returning Mon, Oct 13, priced at $604 found 1 day ago
American Airlines
Sun, Aug 31 - Sat, Sep 6
ORD
Chicago
TEX
Telluride
$606 Roundtrip, found 6 days ago
$606
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Aug 31 from Chicago to Telluride, returning Sat, Sep 6, priced at $606 found 6 days ago
American Airlines
Tue, May 20 - Sat, May 24
ORD
Chicago
TEX
Telluride
$608 Roundtrip, found 3 days ago
$608
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, May 20 from Chicago to Telluride, returning Sat, May 24, priced at $608 found 3 days ago
American Airlines
Tue, May 20 - Sat, May 24
ORD
Chicago
TEX
Telluride
$609 Roundtrip, found 2 days ago
$609
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, May 20 from Chicago to Telluride, returning Sat, May 24, priced at $609 found 2 days ago
American Airlines
Sat, Jun 7 - Sat, Jun 14
ORD
Chicago
TEX
Telluride
$612 Roundtrip, found 1 day ago
$612
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 7 from Chicago to Telluride, returning Sat, Jun 14, priced at $612 found 1 day ago
American Airlines
Tue, Sep 2 - Sat, Sep 6
ORD
Chicago
TEX
Telluride
$615 Roundtrip, found 3 days ago
$615
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 2 from Chicago to Telluride, returning Sat, Sep 6, priced at $615 found 3 days ago
Flights from Chicago (ORD) to Telluride (TEX)
Origin airport
O'Hare Intl.
Destination airport
Telluride Regional
Roundtrip price
$521
Distance
1091 mi

Chicago to Telluride Flights

The cheapest times to fly from Chicago to Telluride

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Telluride are during the month of August. You can find some of the cheapest flights from Chicago to Telluride with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Telluride

Sunday is one of the best days to book for cheap flights from Chicago to Telluride: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Telluride

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Telluride in 2025. You can also book with separate airlines for your outbound and return journeys, from $284 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Telluride flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Telluride airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Telluride Regional Airport (TEX) cost?
Discover the latest flight deals from ORD to TEX by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to TEX?
The cheapest flights from ORD to TEX are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to TEX?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORD to TEX. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Telluride Regional Airport (TEX)?
There aren’t any daily nonstop flights from O’Hare Intl. Airport (ORD) to Telluride Regional Airport (TEX). But you can choose flights with layovers. Filter your search results on Expedia to include one or two stops, and you’ll be cruising above the clouds before you know it.
What day of the week has the most flights from ORD to TEX?
Generally you’ll find the most flight options available on a Friday. Tuesdays tend to be the quietest.* However, this can change depending on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Telluride Regional Airport (TEX)?
To avoid potential delays on the O’Hare Intl. Airport (ORD) to Telluride Regional Airport (TEX) route, aim to fly before 3 PM. Departures after this hour have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Telluride from O'Hare Intl. Airport (ORD)?
Montrose Regional Airport (MTJ) is the only airport in Telluride with direct flights from O’Hare Intl. Airport (ORD). Browse the options and discover cheap fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Telluride Regional Airport (TEX) last-minute?
Holding off until just before your departure to book your flight from ORD to TEX generally means paying more. While you may find some last-minute discounts, they aren’t always guaranteed. Be flexible with your itinerary to maximize your chances of landing a bargain.
Is it cheaper to book an ORD to TEX flight and hotel package?
Securing an ORD to TEX flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Pick from our impressive range of stays and then add activities, flights and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Telluride Regional Airport (TEX)?
Usually, it’s possible to cancel or reschedule your ORD to TEX flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline’s policies in your itinerary to see what changes are allowed and if any costs are involved. You’ll also find more details on our Customer Service portal.

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*Available to One Key members.