$178 Cheap Flights from Pueblo (PUB) to Chicago (ORD)

View $178 flight on Tue, Jan 6, 2026Opens in a new window

Popular airlines from Pueblo, CO (PUB-Pueblo Memorial) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Pueblo to Chicago (PUB-ORD)

Prices were available within the past 7 days and start at $178 for one-way flights and $354 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Dec 31 - Thu, Jan 1
PUB
Pueblo
ORD
Chicago
$354 Roundtrip, found 4 days ago
$354
Roundtrip
found 4 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Dec 31 from Pueblo to Chicago, returning Thu, Jan 1, priced at $354 found 4 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Dec 31 - Wed, Jan 28
PUB
Pueblo
ORD
Chicago
$355 Roundtrip, found 4 days ago
$355
Roundtrip
found 4 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Dec 31 from Pueblo to Chicago, returning Wed, Jan 28, priced at $355 found 4 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Tue, Jan 6 - Tue, Feb 3
PUB
Pueblo
ORD
Chicago
$356 Roundtrip, found 4 days ago
$356
Roundtrip
found 4 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Tue, Jan 6 from Pueblo to Chicago, returning Tue, Feb 3, priced at $356 found 4 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Dec 31 - Mon, Feb 2
PUB
Pueblo
ORD
Chicago
$363 Roundtrip, found 4 days ago
$363
Roundtrip
found 4 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Dec 31 from Pueblo to Chicago, returning Mon, Feb 2, priced at $363 found 4 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Jan 7 - Thu, Jan 8
PUB
Pueblo
ORD
Chicago
$364 Roundtrip, found 3 days ago
$364
Roundtrip
found 3 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Jan 7 from Pueblo to Chicago, returning Thu, Jan 8, priced at $364 found 3 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Jan 7 - Wed, Feb 4
PUB
Pueblo
ORD
Chicago
$371 Roundtrip, found 4 days ago
$371
Roundtrip
found 4 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Jan 7 from Pueblo to Chicago, returning Wed, Feb 4, priced at $371 found 4 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Jan 7 - Thu, Jan 8
PUB
Pueblo
ORD
Chicago
$372 Roundtrip, just found
$372
Roundtrip
just found
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Jan 7 from Pueblo to Chicago, returning Thu, Jan 8, priced at $372 just found
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Dec 31 - Sun, Feb 1
PUB
Pueblo
ORD
Chicago
$378 Roundtrip, found 4 days ago
$378
Roundtrip
found 4 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Dec 31 from Pueblo to Chicago, returning Sun, Feb 1, priced at $378 found 4 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Jan 7 - Thu, Jan 8
PUB
Pueblo
ORD
Chicago
$379 Roundtrip, found 3 days ago
$379
Roundtrip
found 3 days ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Jan 7 from Pueblo to Chicago, returning Thu, Jan 8, priced at $379 found 3 days ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Wed, Jan 7 - Thu, Jan 8
PUB
Pueblo
ORD
Chicago
$387 Roundtrip, just found
$387
Roundtrip
just found
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Wed, Jan 7 from Pueblo to Chicago, returning Thu, Jan 8, priced at $387 just found

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $498
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $498
Flights from Pueblo (PUB) to Chicago (ORD)
Origin airport
Pueblo Memorial
Destination airport
O'Hare Intl.
Roundtrip price
$354
Distance
911 mi

Pueblo to Chicago Flights

The cheapest times to fly from Pueblo to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Pueblo to Chicago are during the month of December. You can find some of the cheapest flights from Pueblo to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Pueblo to Chicago

Sunday is one of the best days to book for cheap flights from Pueblo to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Pueblo to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Pueblo to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $178 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Pueblo to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Pueblo to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD) cost?
Secure a cheap one-way flight from $178 or cheap return flight from $354 from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD)?
December is the most affordable month to fly from PUB to ORD. Avoiding peak travel times is often the key to finding better deals on flights.
Which airlines fly direct from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD)?
You can't fly directly from Pueblo, CO (PUB-Pueblo Memorial) to O'Hare Intl. Airport (ORD). However, you can find other airports with nonstop flights. Hop on your plane at Colorado Springs Airport (COS) and fly straight to Chicago without a layover.
What is the cheapest airline that flies from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find the carrier with the cheapest PUB to ORD flight.
How many flights per day from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD)?
Direct flights from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from PUB to ORD?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change based on a number of factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD)?
To reach O'Hare Intl. Airport (ORD) without delays, choose a flight that leaves from Pueblo Memorial Airport (PUB) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD) last-minute?
Booking your plane ticket from PUB to ORD shortly before your journey is usually more expensive. But if there's some wiggle room with your departure dates and times, you could score a cheap last-minute fare.
Is it cheaper to book a PUB to ORD flight and hotel package?
You'll typically save money by securing a PUB to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. Once you've chosen your preferred accommodations and flights, consider adding extras including activities, car rentals and tours.
Can I cancel or change the date of my flight from Pueblo Memorial Airport (PUB) to O'Hare Intl. Airport (ORD)?
It's generally possible to cancel or reschedule your PUB to ORD flight. However, for bookings made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.