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$52+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
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 December 18, 2024.

Round-trip from

$76
(Cheapflightsfares)

One-way from

$53
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$245
From Chicago (CHI) to Pueblo
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One-way flight from Chicago (CHI) to Pueblo
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High demand for flights, 8% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in December 2024
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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 December 18, 2024.

This FlightHub deal was found by Cheapflights users on 12/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2310:04 pmMDW - DEN
Nonstop2h 53mFrontier
Wed 12/256:10 pmDEN - MDW
Nonstop2h 22mFrontier
Deal found 12/17$143
This Kiwi.com deal was found by Cheapflights users on 12/17. 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
Wed 12/258:10 pmDEN - ORD
Nonstop2h 36mFrontier
Deal found 12/17$199
This Gotogate deal was found by Cheapflights users on 12/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2410:00 amORD - DEN
1 stop8h 17mMultiple Airlines
Mon 3/39:08 pmDEN - ORD
Nonstop2h 36mMultiple Airlines
Deal found 12/17$212
This Southwest 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 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
Wed 12/2512:50 pmDEN - MDW
Nonstop2h 15mSouthwest
Deal found 12/16$220
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/247:10 pmORD - DEN
Nonstop3h 05mSouthwest
Wed 12/251:15 pmDEN - ORD
Nonstop2h 30mSouthwest
Deal found 12/16$224
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/243:18 pmORD - DEN
1 stop5h 40mDelta
Wed 12/2510:32 amDEN - ORD
1 stop5h 08mDelta
Deal found 12/16$287
This Sun Country Air deal was found by Cheapflights users on 12/17. 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
Tue 12/3110:04 amDEN - ORD
1 stop6h 34mSun Country Air
Deal found 12/17$300
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/2411:48 amMDW - DEN
1 stop5h 58mDelta
Mon 12/3012:20 amDEN - MDW
1 stop7h 30mDelta
Deal found 12/17$347
This American Airlines deal was found by Cheapflights users on 12/18. 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 12/309:19 pmORD - DEN
Nonstop2h 48mAmerican Airlines
Tue 1/76:01 amDEN - ORD
1 stop8h 25mAmerican Airlines
Deal found 12/18$395

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 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Mon 1/13

7:50 am-9:51 am

Nonstop3h 01m

Denver Intl

Thu 1/16

10:26 am-2:02 pm

Nonstop2h 36m

$76

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 2/18

7:05 am-8:59 am

Nonstop2h 54m

Denver Intl

Mon 2/24

8:55 pm-12:17 am

Nonstop2h 22m

$76

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Sat 2/8

8:05 pm-9:58 pm

Nonstop2h 53m

Denver Intl

Tue 2/11

3:55 pm-7:31 pm

Nonstop2h 36m

$139

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Tue 1/21

8:42 am-10:34 am

Nonstop2h 52m

Denver Intl

Tue 1/28

1:00 pm-4:35 pm

Nonstop2h 35m

$140

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 2/5

11:35 am-1:20 pm

Nonstop2h 45m

Denver Intl

Sat 2/8

6:10 pm-9:30 pm

Nonstop2h 20m

$160

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Wed 2/5

12:15 pm-2:00 pm

Nonstop2h 45m

Denver Intl

Sun 2/9

7:05 am-10:45 am

Nonstop2h 40m

$193

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Tue 1/21

10:30 am-5:43 pm

1 stop8h 13m

Denver Intl

Fri 1/24

2:21 pm-9:58 pm

1 stop6h 37m

$216

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 1/21

1:26 pm-5:03 pm

1 stop4h 37m

Denver Intl

Tue 1/28

7:10 am-4:21 pm

1 stop8h 11m

$216

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Thu 1/9

1:40 pm-4:40 pm

1 stop4h 00m

Denver Intl

Sun 1/12

8:59 pm-12:35 am

Nonstop2h 36m

$221

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

Wed 3/26

6:45 am-8:48 am

Nonstop3h 03m

$52

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 23 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 December 13, 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 December 18, 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.

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 December 18, 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
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

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
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

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.

Alaska Airlines
8.0
Very good
9,552 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

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
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

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
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

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
4,848 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

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 $53. However, be on the lookout for offers from United Airlines and Southwest, 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: United Airlines (81%), Lufthansa (77%), Emirates (76%).

  • What are the cheapest flights from Chicago to Pueblo?

    Looking at all options, your cheapest flight can be booked for $176. While the most popular route (Chicago O'Hare Intl - Denver Intl) can be booked for $83 on average our data indicates $327 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 2,558,603 searches. Data last updated December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$173Average$320FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$245Average$406FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$270Average$332FlexibilityNo cancel feeOn-time63%
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