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Glenwood Springs

$150+ 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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MTJ
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Glenwood Springs are usually found in April or June, booked 75 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 April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$308
(American Airlines)

One-way from

$150
(Frontier)

Popular in

July

Cheapest in

April

Average price

$443
Provider with most accurate pricing for Chicago (CHI)-Vail Eagle County flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Vail Eagle County flights.
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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. 6% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. 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 6/75:00 amORD - EGE
1 stop5h 54mAmerican Airlines
Sat 6/142:39 pmEGE - ORD
1 stop8h 04mAmerican Airlines
Deal found 4/23$308
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Sat 6/74:00 pmORD - EGE
Nonstop3h 03mUnited Airlines
Sat 6/148:50 amEGE - ORD
Nonstop2h 48mUnited Airlines
Deal found 4/23$369
This Delta deal was found by Cheapflights users on 4/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:40 amORD - EGE
1 stop8h 40mDelta
Thu 1/12:20 pmEGE - ORD
1 stop8h 38mDelta
Deal found 4/23$759
This Alaska Airlines deal was found by Cheapflights users on 4/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:00 amORD - EGE
2 stops11h 40mAlaska Airlines
Mon 12/291:21 pmEGE - ORD
2 stops22h 43mAlaska Airlines
Deal found 4/23$2,003

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 April 24, 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 6/7

5:00 am-9:54 am

1 stop5h 54m

Vail Eagle County

Sat 6/14

2:39 pm-11:43 pm

1 stop8h 04m

$308

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 6/7

4:00 pm-6:03 pm

Nonstop3h 03m

Vail Eagle County

Sat 6/14

8:50 am-12:38 pm

Nonstop2h 48m

$369

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 6/21

9:55 am-4:06 pm

1 stop7h 11m

$150

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Tue 7/22

7:24 am-8:40 pm

2 stops14h 16m

$266

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 6/23

7:03 pm-9:47 am

2 stops15h 44m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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 April 18, 2025.

Booking 74 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 $543). 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 April 24, 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.

Rainfall in Glenwood Springs by month

Plan your trip to Glenwood Springs by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Glenwood Springs ranges from 1.5 - 2.4 inches per month. April is typically the wettest month, when rainfall can reach 2.4 in. June is typically the driest time to visit Glenwood Springs when rainfall is around 1.5 in.

Temperature in Glenwood Springs by month

Plan your trip to Glenwood Springs by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Glenwood Springs, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 59.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 15.8 F).

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 April 24, 2025.
Peruse reviews from past customers who have flown with United Airlines, American Airlines and Frontier from Chicago to Glenwood Springs to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,685 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

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
8,685 reviews
United Airlines
7.4
Good
8,685 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

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
8,685 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

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!
Frontier
6.0
Okay
3,283 reviews
United Airlines
7.4
Good
8,685 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

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.

  • What are the cheapest airlines to fly from Chicago to Glenwood Springs one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $150. Users have also found prices from $266 and $273 on United Airlines and American Airlines, respectively.

  • 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 $616, our data indicates the cheapest price to be $278. The most popular route (Chicago O'Hare Intl - Vail Eagle County), is priced around $309.

  • 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 $543). 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$277Average$517FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$308Average$554FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$318Average$425FlexibilityNo cancel feeOn-time63%

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