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Flights from Chicago to Pueblo
Cheap flight deals from Chicago to Pueblo
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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MDW 06:4010h 20m1 stopsPUB 16:00Chicago - Pueblo | Thu, Apr 3 | Frontier AirlinesPUB 10:2512h 56m1 stopsMDW 00:21Pueblo - Chicago | Wed, Apr 9 | Southern Airways ExpressAED 723 AED 1,65156% OFF56% OFFAED 1,651 AED 723
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MDW 06:4510h 15m1 stopsPUB 16:00Chicago - Pueblo | Sun, Apr 6 | Frontier AirlinesPUB 10:2512h 56m1 stopsMDW 00:21Pueblo - Chicago | Sat, Apr 12 | Southern Airways ExpressAED 739 AED 1,65155% OFF55% OFFAED 1,651 AED 739
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ORD 06:4510h 15m1 stopsPUB 16:00Chicago - Pueblo | Thu, Apr 10 | Frontier AirlinesPUB 10:2512h 56m1 stopsMDW 00:21Pueblo - Chicago | Wed, Apr 16 | Southern Airways ExpressAED 755 AED 1,65154% OFF54% OFFAED 1,651 AED 755
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MDW 06:4010h 20m1 stopsPUB 16:00Chicago - Pueblo | Sun, Mar 30 | Frontier AirlinesPUB 13:309h 51m1 stopsMDW 00:21Pueblo - Chicago | Sat, Apr 5 | Southern Airways ExpressAED 89946% OFFAED 1,651 AED 899
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MDW 06:4510h 15m1 stopsPUB 16:00Chicago - Pueblo | Tue, Apr 8 | Frontier AirlinesPUB 10:2512h 56m1 stopsMDW 00:21Pueblo - Chicago | Mon, Apr 14 | Southern Airways ExpressAED 92844% OFFAED 1,651 AED 928
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ORD 06:4010h 20m1 stopsPUB 16:00Chicago - Pueblo | Mon, Apr 21 | Frontier AirlinesPUB 10:2512h 12m1 stopsORD 23:37Pueblo - Chicago | Fri, Apr 25 | Southern Airways ExpressAED 93244% OFFAED 1,651 AED 932
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ORD 20:4014h 20m1 stopsPUB 10:00Chicago - Pueblo | Thu, Apr 3 | American AirlinesPUB 10:259h 35m1 stopsORD 21:00Pueblo - Chicago | Wed, Apr 9 | Southern Airways ExpressAED 1,03737% OFFAED 1,651 AED 1,037
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MDW 06:4510h 15m1 stopsPUB 16:00Chicago - Pueblo | Fri, Apr 18 | Frontier AirlinesPUB 10:257h 41m1 stopsMDW 19:06Pueblo - Chicago | Thu, Apr 24 | Southern Airways ExpressAED 1,08035% OFFAED 1,651 AED 1,080
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ORD 06:4510h 15m1 stopsPUB 16:00Chicago - Pueblo | Sat, Apr 5 | Frontier AirlinesPUB 10:2513h 12m1 stopsORD 00:37Pueblo - Chicago | Wed, Apr 9 | Southern Airways ExpressAED 1,12532% OFFAED 1,651 AED 1,125
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MDW 06:4510h 15m1 stopsPUB 16:00Chicago - Pueblo | Sun, Apr 20 | Frontier AirlinesPUB 13:305h 30m1 stopsORD 20:00Pueblo - Chicago | Sat, Apr 26 | Southern Airways ExpressAED 1,17228% OFFAED 1,651 AED 1,172
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CHI 13:0017h 25m1 stopsPUB Invalid DateChicago - Pueblo | Tue, Apr 1 | Normal AirlinePUB 15:006hNonstopCHI 16:00Pueblo - Chicago | Thu, Apr 3 | Normal AirlineFind More FlightsFind More Flights
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MDW 06:4510h 15m1 stopsPUB 16:00Chicago - Pueblo | Sat, Apr 12 | Frontier AirlinesAED 381 AED 94460% OFF60% OFFAED 944 AED 381
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ORD 07:106h 55m1 stopsPUB 13:05Chicago - Pueblo | Tue, May 20 | United AirlinesAED 579 AED 94439% OFF39% OFFAED 944 AED 579
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ORD 07:109h 50m1 stopsPUB 16:00Chicago - Pueblo | Sat, Apr 12 | United AirlinesAED 657 AED 94430% OFF30% OFFAED 944 AED 657
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ORD 08:388h 22m1 stopsPUB 16:00Chicago - Pueblo | Sat, Apr 12 | American AirlinesAED 67028% OFFAED 944 AED 670
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CHI 13:0017h 25m1 stopsPUB Invalid DateChicago - Pueblo | Tue, Apr 1 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Chicago (CHI) to Pueblo (PUB) the cheapest?
Airlines adjust prices for flights from Chicago to Pueblo based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Chicago (CHI) to Pueblo (PUB) cost?
According to Trip.com's data, the lowest price is around AED 1,393. -
What is the transportation method from the main airport to downtown in Pueblo?
- The distance from Pueblo Memorial Airport to downtown is about 10 km, by taxi about 30 minutes.
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How many airports are there in Pueblo (PUB)?
There are 1 airport(s) near Pueblo (PUB): Pueblo Memorial Airport.
How to find a cheap flight from Chicago to Pueblo
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Pueblo. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Chicago to Pueblo ticket.
Tap "Date" on flight search bar to scan through the calender for Chicago to Pueblo airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Sat, Apr 12 at AED 381 for one-way flights.
Compare cheap Chicago to Pueblo flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Chicago to Pueblo. The cheapest airline operating is Frontier Airlines.
Set up a Price Alert
By setting up a Price Alert for your Chicago to Pueblo route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Chicago to Pueblo flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Chicago to Pueblo to get exclusive deals for you.
Flight Info | Chicago to Pueblo
Cheapest one-way flight price | AED 381 |
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Off-season for travel | March |
Peak season for travel | January |
Flight distance | 1,485.78 km |
Popular airline | American Airlines |
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