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Glenwood Springs

$120+ Cheap flights from Chicago (CHI) to Glenwood Springs, CO

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MTJ
Jul 30 — Aug 61
Wed 7/30
Wed 8/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Glenwood Springs are usually found in April or January, booked 23 days in advance, depart on a Wednesday or Friday and return on a Wednesday

Cheap flight deals from Chicago to Glenwood Springs

Keep the following information in mind while searching for Chicago to Glenwood Springs flight deals. Data was last updated July 25, 2025.

Round-trip from

$230
(American Airlines)

One-way from

$120
(American Airlines)

Popular in

July

Cheapest in

April

Average price

$879
From Chicago (CHI) to Glenwood Springs
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One-way flight from Chicago (CHI) to Glenwood Springs
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Highest demand for flights based on searches. 16% potential increase in price ($117 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Chicago to Glenwood Springs

Cheapest flights from Chicago to Glenwood Springs
Explore the most affordable flight options available from Chicago to Glenwood Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2025.

This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/611:54 amORD - EGE
1 stop7h 32mAmerican Airlines
Tue 9/912:28 pmEGE - ORD
1 stop6h 33mAmerican Airlines
Deal found 7/23$230
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/31:58 pmORD - EGE
1 stop7h 14mUnited Airlines
Sat 9/68:50 amEGE - ORD
Nonstop2h 51mUnited Airlines
Deal found 7/23$319

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Glenwood Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 25, 2025.
Use the filters below to find and compare flights from Chicago to Glenwood Springs that are best for you.

Fly from

Chicago

Fly to

Glenwood Springs

Route

Depart

Return

Price

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 1/19

8:51 am-10:59 am

Nonstop3h 08m

Vail Eagle County

Sat 1/24

1:00 pm-4:40 pm

Nonstop2h 40m

$229

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 9/6

11:54 am-6:26 pm

1 stop7h 32m

Vail Eagle County

Tue 9/9

12:28 pm-8:01 pm

1 stop6h 33m

$230

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sun 1/11

5:50 am-1:55 pm

1 stop9h 05m

Vail Eagle County

Sat 1/17

11:31 am-11:54 pm

2 stops11h 23m

$254

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Tue 9/23

1:20 pm-6:37 pm

1 stop6h 17m

$120

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 8/23

8:50 am-8:12 pm

2 stops12h 22m

$266

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Wed 1/21

7:45 am-5:40 pm

1 stop10h 55m

$303

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 8/4

7:38 pm-8:40 pm

3 stops26h 02m

$1,089

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Best time to book a flight from Chicago to Glenwood Springs

Have a flexible travel schedule? Discover the best time to fly to Glenwood Springs from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Glenwood Springs

How far ahead should I book a flight from Chicago to Glenwood Springs?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Glenwood Springs. Price data was last updated on July 18, 2025.

Booking 23 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Glenwood Springs. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Glenwood Springs?

Currently, October is the cheapest month in which you can book a flight from Chicago to Glenwood Springs (average of $371). Flying from Chicago to Glenwood Springs in March is currently the most expensive (average of $539). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to GL9?

Find hourly flight availability from Chicago to Glenwood Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 25, 2025.

When flying from Chicago to Glenwood Springs, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Glenwood Springs?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Glenwood Springs. Price data was last updated on September 29, 2024.

Travelers seeking maximum savings on their Chicago to Glenwood Springs flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Glenwood Springs

Get insights into the airlines that provide service to Glenwood Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Glenwood Springs. Reviews last updated July 25, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to Glenwood Springs by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,876 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
8,876 reviews
United Airlines
7.4
Good
8,876 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,876 reviews

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Glenwood Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Chicago to Glenwood Springs that include hotel bookings?

    Yes. In addition to deals on Chicago to Glenwood Springs flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Glenwood Springs?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Glenwood Springs.

  • Can I find deals for business class flights from Chicago to Glenwood Springs?

    Yes. Cheapflights offers flight deals from Chicago to Glenwood Springs by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Glenwood Springs?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Glenwood Springs (average of $371). Flying from Chicago to Glenwood Springs in March is currently the most expensive (average of $539). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Chicago to Glenwood Springs

Discover the top 3 airlines that operate flights from Chicago to Glenwood Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$239Average$495FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$308Average$556FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$318Average$405FlexibilityNo cancel feeOn-time63%

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