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Glenwood Springs

$117+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ASE
Mar 2 — Mar 91
Mon 3/2
Mon 3/9
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Glenwood Springs are usually found in April or December, booked 30 days in advance, depart on a Sunday or Saturday 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 January 31, 2026.

This Expedia deal was found by Cheapflights users on 1/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/63:07 pm
ORD
-
EGE
1 stop23h 52m
Alaska Airlines
Sat 3/142:39 pm
EGE
-
ORD
1 stop8h 20m
Alaska Airlines
Deal found 1/29$233
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Fri 3/208:05 am
ORD
-
EGE
Nonstop3h 01m
American Airlines
Wed 3/2512:05 pm
EGE
-
ORD
Nonstop2h 48m
American Airlines
Deal found 1/30$315
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Mon 3/910:34 am
ORD
-
EGE
Nonstop3h 06m
American Airlines
Tue 3/1012:05 pm
EGE
-
ORD
Nonstop2h 48m
American Airlines
Deal found 1/29$331
This United Airlines deal was found by Cheapflights users on 1/29. 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 2/227:35 am
ORD
-
EGE
1 stop7h 40m
United Airlines
Thu 2/268:00 am
EGE
-
ORD
Nonstop3h 00m
United Airlines
Deal found 1/29$337
This United Airlines deal was found by Cheapflights users on 1/29. 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.
Mon 3/98:40 am
ORD
-
EGE
1 stop4h 53m
United Airlines
Tue 3/108:00 am
EGE
-
ORD
Nonstop3h 00m
United Airlines
Deal found 1/29$341
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Sun 3/16:10 am
ORD
-
EGE
1 stop6h 35m
American Airlines
Wed 3/42:38 pm
EGE
-
ORD
1 stop7h 58m
American Airlines
Deal found 1/30$351
This United Airlines deal was found by Cheapflights users on 1/30. 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.
Fri 2/277:40 pm
ORD
-
EGE
Nonstop3h 07m
United Airlines
Fri 3/68:00 am
EGE
-
ORD
Nonstop3h 00m
United Airlines
Deal found 1/30$354
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Fri 2/278:05 am
ORD
-
EGE
Nonstop3h 01m
American Airlines
Wed 3/410:48 am
EGE
-
ORD
Nonstop2h 47m
American Airlines
Deal found 1/29$360
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Fri 3/137:05 am
ORD
-
EGE
1 stop9h 42m
American Airlines
Tue 3/1711:42 am
EGE
-
ORD
1 stop6h 58m
American Airlines
Deal found 1/30$361
This United Airlines deal was found by Cheapflights users on 1/30. 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 2/147:40 pm
ORD
-
EGE
Nonstop3h 07m
United Airlines
Wed 2/181:35 pm
EGE
-
ORD
1 stop6h 54m
United Airlines
Deal found 1/30$364
This United Airlines deal was found by Cheapflights users on 1/29. 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 2/287:35 am
ORD
-
EGE
1 stop7h 40m
United Airlines
Wed 3/48:00 am
EGE
-
ORD
Nonstop3h 00m
United Airlines
Deal found 1/29$366

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 January 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$233
(Expedia)

One-way from

$117
(Alaska Airlines)

Popular in

July

Cheapest in

April

Average price

$506
Provider with most accurate pricing for Chicago (CHI)-Denver Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Denver Intl flights.
Search Deals
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. 9% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 31, 2026.
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

Sun 2/22

9:15 am-11:25 am

Nonstop3h 10m

Vail Eagle County

Thu 2/26

8:00 am-12:00 pm

Nonstop3h 00m

$331

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sun 3/1

8:05 am-10:06 am

Nonstop3h 01m

Vail Eagle County

Wed 3/4

10:48 am-2:35 pm

Nonstop2h 47m

$331

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 2/23

7:40 pm-9:47 pm

Nonstop3h 07m

Vail Eagle County

Thu 2/26

8:00 am-12:00 pm

Nonstop3h 00m

$331

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Tue 2/24

6:45 am-2:05 pm

1 stop8h 20m

Vail Eagle County

Thu 2/26

3:10 pm-11:56 pm

1 stop7h 46m

$351

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 3/9

7:10 am-2:11 pm

1 stop8h 01m

Vail Eagle County

Tue 3/10

11:43 am-9:10 pm

1 stop8h 27m

$351

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 2/28

7:40 pm-9:47 pm

Nonstop3h 07m

Vail Eagle County

Wed 3/4

12:32 pm-4:25 pm

Nonstop2h 53m

$360

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Fri 2/27

2:02 pm-8:12 pm

1 stop7h 10m

Vail Eagle County

Fri 3/6

8:00 am-12:00 pm

Nonstop3h 00m

$364

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Sat 2/14

7:40 pm-9:47 pm

Nonstop3h 07m

Vail Eagle County

Wed 2/18

1:35 pm-9:29 pm

1 stop6h 54m

$364

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Wed 2/25

8:20 am-4:56 pm

1 stop9h 36m

$117

ChicagoVail

ORD - EGE

ORDEGE

Chicago O'Hare Intl

Mon 3/2

8:20 am-4:56 pm

1 stop9h 36m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 14 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 January 23, 2026.

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 $359). 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 January 31, 2026.

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 in the morning, which can drop the price by up to 16% versus a flight in the evening.

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 January 24, 2026.

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

Weekly flight availability from Chicago to Glenwood Springs

Explore weekly flight availability from Chicago to Glenwood Springs. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 31, 2026.

The most flights from CHI to GL9 are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).

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 January 31, 2026.
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
9,219 reviews

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

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
9,219 reviews
United Airlines
7.4
Good
9,219 reviews

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

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
11,212 reviews
United Airlines
7.4
Good
9,219 reviews

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

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 United Airlines and American Airlines fly from Chicago to Glenwood Springs in about 3h 01m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1004 mi. Generally, flights for this route are nonstop.

  • What are the most reliable airlines from Chicago to Glenwood Springs?

    The top 3 most reliable airlines when flying from Chicago to Glenwood Springs are Lufthansa (56%), United Airlines (53%) and SkyWest Airlines (48%).

  • 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 $395, our data indicates the cheapest price to be $210. The most popular route (Chicago O'Hare Intl - Vail Eagle County), is priced around $331.

  • 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 $359). 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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Alternative routes for Chicago to Glenwood Springs

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$210Average$471FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$239Average$473FlexibilityNo cancel feeOn-time71%

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