C$425 Cheap Flights from Chicago (CHIA) to Telluride (TEX)

Compare Chicago to Telluride flight deals

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Flight deals from Chicago to Telluride

Looking for a cheap last-minute deal or the best return flight from Chicago to Telluride Airport? If you want to travel next month, return fares start from C$999. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Telluride

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Telluride flights are currently cheapest in May.

Chicago to Telluride: Alternative routes

Compare routes from Chicago to Telluride below. You may find an airport to fly into that's cheaper, faster, or easier than Telluride.

Chicago to Telluride: Flight information

The things to know before you go.
Cheapest flight foundC$425
Cheapest month to flyMay

Finding cheap flights from Chicago to Telluride: Frequently asked questions

The best price we found for a return flight from Chicago to Telluride is C$999. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Telluride. But we found flights with one stop from C$999.
As of April 2026, there are no flights flying from Chicago to Telluride.
The cheapest month to fly from Chicago to Telluride is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Telluride Airport on Thursday, May 14, 2026.
No airlines currently offer direct flights between Chicago and Telluride Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Telluride but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Telluride is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Telluride is Frontier Airlines .

Travelling from Chicago to Telluride Regional Airport (TEX): what you need to know

  • Begin your trip planning by checking out the ideal departure point for your flight from Chicago to Telluride Regional Airport (TEX). Explore your options for departing from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW), two of the city's main airports.

  • Telluride is 1 hour behind Chicago. Telluride Regional Airport is located in Telluride, which operates on the UTC-6 timezone.

  • To ensure you get on your flight from Chicago to TEX, leave plenty of time to check in and find your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the general rule.

  • August is a busy month for air travel. If you're heading away then or during a major holiday like Fourth of July, get there even earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

About Telluride Regional Airport (TEX)

Getting from Telluride Regional Airport (TEX) to central Telluride

  • From Telluride Regional Airport, Telluride is approximately 10 kilometres away. It takes around 12 minutes to get to the centre driving.

  • It takes around 1 hour and 29 minutes to get there using public transport.

How to find the cheapest flights from Chicago to Telluride Regional Airport (TEX)

  • For a one-way ticket from Chicago to Telluride Regional Airport, C$425 is the best price we've seen. You can also book a return flight from just C$999. These are the lowest fares right now but may change based on availability.

  • Don't leave everything to the last minute. You're more likely to find flight tickets from Chicago to TEX if you book ahead. Airlines often offer some excellent early bird rates.

  • If you're flexible with your travel dates, try using the 'Whole month' tool. It'll give you the cheapest price across the month when searching for your ticket from Chicago to Telluride Regional Airport.

  • Locking in a cheap ticket from Chicago to TEX is a piece of cake with Price Alerts. All you need to do is set up one of these automatic alerts and we'll let you know as soon as the price has dropped.

  • Tailor your flights with filters. Choose your preferred departure and arrival times, airlines and total journey duration. You can also sort results by 'Cheapest,' 'Best' or 'Fastest' flights from Chicago to Telluride Regional Airport.

The best time to fly from Chicago to Telluride Regional Airport (TEX)

  • November is the quietest time to fly to Telluride. Alternatively, join the crowds and go in July. This is the busiest month for flights from Chicago to Telluride Regional Airport, but the best time to go is up to you.

  • Think about the kind of weather that'll suit your plans for Telluride. July is known as the warmest month. Lock in your flights from Chicago to TEX during then and you can expect temperatures of between 2ºC and 20ºC.

  • If you want to travel in cooler conditions, lock in a cheap flight from Chicago to Telluride Regional Airport in January when temperatures average between -19ºC and 0ºC.

More about Telluride

  • Start your Telluride trip off on the right foot by choosing the ideal place to stay. Once you've booked your flight from Chicago to Telluride Regional Airport, browse our range of hotels including:

  • Every great vacation has to include some sightseeing. Main Street, Telluride Bodyworks and Etta Place One are must-do's during your Telluride adventure.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.