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$43+ Cheap flights from Chicago (CHI) to Pueblo, 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 11/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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The best prices from Chicago to Pueblo are usually found in May or April, booked 30 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to Pueblo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pueblo (PU5). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 21, 2024.

Popular in

December

Cheapest in

May

Round-trip from

$75
(Kiwi.com)

One-way from

$43
(Cheapflightsfares)
High demand for flights, 22% potential price rise
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Best time to find cheap flights, 18% potential price drop
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From Chicago (CHI) to Pueblo
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One-way flight from Chicago (CHI) to Pueblo
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Find flight deals from Chicago to Pueblo

Cheapest flights from Chicago to Pueblo
Explore the most affordable flight options available from Chicago to Pueblo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/108:15 amMDW - DEN
Nonstop2h 52mFrontier
Sun 12/158:55 pmDEN - MDW
Nonstop2h 18mFrontier
Deal found 11/20$75
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:55 amORD - DEN
Nonstop2h 57mFrontier
Thu 1/24:01 pmDEN - ORD
Nonstop2h 33mFrontier
Deal found 11/20$80
This American Airlines deal was found by Cheapflights users on 11/21. 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.
Thu 12/128:45 pmORD - DEN
Nonstop2h 52mAmerican Airlines
Sat 12/147:00 amDEN - ORD
Nonstop2h 45mAmerican Airlines
Deal found 11/21$159
This Southwest deal was found by Cheapflights users on 11/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/248:35 pmMDW - DEN
Nonstop2h 45mSouthwest
Mon 12/308:55 pmDEN - MDW
Nonstop2h 20mSouthwest
Deal found 11/19$170
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/127:25 amORD - DEN
Nonstop3h 01mMultiple Airlines
Sat 12/1412:50 pmDEN - ORD
1 stop21h 45mMultiple Airlines
Deal found 11/20$172
This United Airlines deal was found by Cheapflights users on 11/20. 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 12/112:30 pmORD - DEN
Nonstop2h 50mUnited Airlines
Sun 12/226:00 pmDEN - ORD
Nonstop2h 30mUnited Airlines
Deal found 11/20$192
This Southwest deal was found by Cheapflights users on 11/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/117:30 amORD - DEN
1 stop7h 05mSouthwest
Sat 12/146:20 amDEN - ORD
Nonstop2h 40mSouthwest
Deal found 11/20$204
This Sun Country Air deal was found by Cheapflights users on 11/21. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2410:00 amORD - DEN
1 stop8h 17mSun Country Air
Mon 12/306:50 pmDEN - ORD
1 stop21h 48mSun Country Air
Deal found 11/21$205
This Delta deal was found by Cheapflights users on 11/20. 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.
Sat 12/1412:30 pmORD - DEN
1 stop4h 38mDelta
Tue 12/172:23 pmDEN - ORD
1 stop4h 22mDelta
Deal found 11/20$216
This Delta deal was found by Cheapflights users on 11/20. 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.
Wed 12/119:38 amMDW - DEN
1 stop4h 39mDelta
Thu 12/1210:50 amDEN - MDW
1 stop6h 42mDelta
Deal found 11/20$216

Find flights from Chicago to Pueblo within your budget

Customize your flight search to find flights from Chicago to Pueblo 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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 1/21

8:15 am-10:08 am

Nonstop2h 53m

Denver Intl

Thu 1/23

8:55 pm-12:17 am

Nonstop2h 22m

$75

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Thu 1/30

7:25 am-9:15 am

Nonstop2h 50m

Denver Intl

Sun 2/2

8:59 pm-12:32 am

Nonstop2h 33m

$76

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Thu 12/12

8:45 pm-10:37 pm

Nonstop2h 52m

Denver Intl

Sat 12/14

7:00 am-10:45 am

Nonstop2h 45m

$159

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Thu 1/9

7:10 am-9:00 am

Nonstop2h 50m

Denver Intl

Sat 1/11

8:29 pm-11:59 pm

Nonstop2h 30m

$163

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 12/14

6:30 am-8:15 am

Nonstop2h 45m

Denver Intl

Wed 12/18

6:55 am-10:25 am

Nonstop2h 30m

$170

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Thu 12/12

7:25 am-9:26 am

Nonstop3h 01m

Denver Intl

Sat 12/14

12:50 pm-11:35 am

1 stop21h 45m

$172

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Wed 12/11

7:30 am-1:35 pm

1 stop7h 05m

Denver Intl

Sat 12/14

6:20 am-10:00 am

Nonstop2h 40m

$204

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Tue 12/24

10:00 am-5:17 pm

1 stop8h 17m

Denver Intl

Mon 12/30

6:50 pm-5:38 pm

1 stop21h 48m

$205

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Sat 12/14

12:30 pm-4:08 pm

1 stop4h 38m

Denver Intl

Tue 12/17

2:23 pm-7:45 pm

1 stop4h 22m

$216

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 12/13

7:14 pm-11:27 pm

1 stop5h 13m

Denver Intl

Sun 12/15

5:45 am-1:31 pm

1 stop6h 46m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 22 results
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Best time to book a flight from Chicago to Pueblo

Have a flexible travel schedule? Discover the best time to fly to Pueblo 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.

Travel insights for flights from Chicago to Pueblo

Get recent, data-driven insights about flights from Chicago to Pueblo including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Pueblo. Price data was last updated on November 15, 2024.

The best time to book flights from Chicago to Pueblo is 30 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Pueblo (average of $316). Flying from Chicago to Pueblo in June is currently the most expensive (average of $427). 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 PU5?

Find hourly flight availability from Chicago to Pueblo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Pueblo as you normally would.

Weekly flight availability from Chicago to Pueblo

Explore weekly flight availability from Chicago to Pueblo. 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 November 21, 2024.

The most flights from CHI to PU5 are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Pueblo by month

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

In terms of precipitation, rainfall in Pueblo ranges from 0.5 - 2.3 inches per month. May is typically the wettest month, when rainfall can reach 2.3 in. January is typically the driest time to visit Pueblo when rainfall is around 0.5 in.

Temperature in Pueblo by month

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

If weather is an important factor for your trip to Pueblo, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Pueblo

Get insights into the airlines that provide service to Pueblo. 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 Pueblo. Reviews last updated November 21, 2024.
Get a feel of what it's like to fly with Frontier, American Airlines and Southwest from Chicago to Pueblo by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Sun Country Air
7.0
Good
415 reviews
Southwest
8.1
Very good
5,005 reviews

Food

7.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pueblo. 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 Pueblo one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $43. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Chicago to Pueblo for a low price.

  • What are the most reliable airlines from Chicago to Pueblo?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Pueblo on time: SkyWest Airlines (84%), United Airlines (84%), Lufthansa (75%).

  • What are the cheapest flights from Chicago to Pueblo?

    Looking at all options, your cheapest flight can be booked for $166. While the most popular route (Chicago O'Hare Intl - Denver Intl) can be booked for $91 on average our data indicates $397 when flying from Chicago to Pueblo.

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

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

  • How can I find direct flights from Chicago to Pueblo?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Pueblo 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 Pueblo?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Pueblo (average of $316). Flying from Chicago to Pueblo in June is currently the most expensive (average of $427). 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 Pueblo

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Top 3 airlines flying from Chicago to Pueblo

Discover the top 3 airlines that operate flights from Chicago to Pueblo. 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$173Average$313FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$241Average$401FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$270Average$332FlexibilityNo cancel feeOn-time63%
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