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Glenwood Springs

$146+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EGE
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Glenwood Springs are usually found in January or April, booked 30 days in advance, depart on a Wednesday or Sunday and return on a Tuesday

Cheap 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 December 16, 2025.

This United Airlines deal was found by Cheapflights users on 12/14. 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.
Sun 12/214:20 pmORD - EGE
Nonstop3h 01mUnited Airlines
Wed 12/2412:20 pmEGE - ORD
Nonstop2h 55mUnited Airlines
Deal found 12/14$481
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/259:00 amORD - EGE
Nonstop3h 04mUnited Airlines
Thu 1/17:01 amEGE - ORD
1 stop5h 18mUnited Airlines
Deal found 12/15$525
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/174:20 pmORD - EGE
Nonstop2h 53mUnited Airlines
Wed 1/1412:30 pmEGE - ORD
Nonstop2h 55mUnited Airlines
Deal found 12/16$530
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/244:20 pmORD - EGE
Nonstop3h 01mUnited Airlines
Sat 12/278:25 amEGE - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/14$539
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Sun 12/219:00 amORD - EGE
Nonstop3h 04mUnited Airlines
Mon 12/298:25 amEGE - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/14$540
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/249:00 amORD - EGE
Nonstop3h 04mUnited Airlines
Wed 12/2412:20 pmEGE - ORD
Nonstop2h 55mUnited Airlines
Deal found 12/15$541

Find 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 December 16, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$292
(Alaska Airlines)

One-way from

$146
(Alaska Airlines)

Popular in

July

Cheapest in

January

Average price

$444
Provider with most accurate pricing for Chicago (CHI)-Denver Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Denver Intl flights.
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From Chicago (CHI) to Glenwood Springs
Search Deals
One-way flight from Chicago (CHI) to Glenwood Springs
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 16, 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

Sat 1/10

3:44 pm-4:39 pm

1 stop25h 55m

Vail Eagle County

Sat 1/17

5:19 pm-2:29 pm

1 stop20h 10m

$292

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Tue 3/10

9:10 am-11:20 am

Nonstop3h 10m

Vail Eagle County

Tue 3/17

3:25 pm-9:29 pm

1 stop5h 04m

$296

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 2/2

5:30 am-2:05 pm

1 stop9h 35m

Vail Eagle County

Thu 2/5

11:50 am-6:49 pm

1 stop5h 59m

$351

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 1/5

6:15 am-10:57 am

1 stop5h 42m

Vail Eagle County

Fri 1/9

3:10 pm-11:59 pm

1 stop7h 49m

$351

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 2/28

2:40 pm-8:12 pm

1 stop6h 32m

Vail Eagle County

Tue 3/3

3:30 pm-11:59 pm

1 stop7h 29m

$380

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 1/10

6:15 am-10:57 am

1 stop5h 42m

Vail Eagle County

Tue 1/13

3:10 pm-11:59 pm

1 stop7h 49m

$380

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 1/24

10:40 am-2:28 pm

1 stop4h 48m

Vail Eagle County

Wed 1/28

3:31 pm-9:15 pm

1 stop4h 44m

$380

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Fri 1/30

3:44 pm-4:39 pm

1 stop25h 55m

Vail Eagle County

Mon 2/2

5:19 pm-2:29 pm

1 stop20h 10m

$387

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 1/31

9:00 am-4:39 pm

1 stop8h 39m

$146

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 1/17

9:00 am-4:39 pm

1 stop8h 39m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 18 results
1
2

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 December 12, 2025.

Booking 30 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, February is the cheapest month in which you can book a flight from Chicago to Glenwood Springs (average of $128). Flying from Chicago to Glenwood Springs in April is currently the most expensive (average of $344). 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 December 16, 2025.

When flying from Chicago to Glenwood Springs, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 10% versus a flight in the morning.

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 December 16, 2024.

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

How much does it cost to fly round-trip from Chicago to Glenwood Springs?

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 December 16, 2025.
Get a feel of what it's like to fly with United Airlines, American Airlines, and Frontier 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
9,094 reviews

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
9,094 reviews
United Airlines
7.4
Good
9,094 reviews

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
American Airlines
7.2
Good
11,047 reviews
United Airlines
7.4
Good
9,094 reviews

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
Frontier
5.8
Fair
3,082 reviews
United Airlines
7.4
Good
9,094 reviews

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

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.

  • How long is the flight from Chicago to Glenwood Springs?

    Airlines like Alaska Airlines, United Airlines, and Delta fly from Chicago to Glenwood Springs in about 3h 10m. The time it takes to get you to your destination can typically vary by up to 22h 45m. Airlines will cover a distance of 1004 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest flights from Chicago to Glenwood Springs?

    Looking for the cheapest flight from Chicago to Glenwood Springs? While on average our users pay $326, our data indicates the cheapest price to be $153. The most popular route (Chicago O'Hare Intl - Vail Eagle County), is priced around $351.

  • 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, February is the cheapest month in which you can book a flight from Chicago to Glenwood Springs (average of $128). Flying from Chicago to Glenwood Springs in April is currently the most expensive (average of $344). 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 2 airlines flying from Chicago to Glenwood Springs

Discover the top 2 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$222Average$494FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$239Average$475FlexibilityNo cancel feeOn-time71%

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