How does KAYAK find such low prices on flights from Colorado to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Colorado to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Colorado to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Colorado is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Colorado to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Colorado with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Colorado to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Colorado up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$64 CHEAP FLIGHTS from Colorado to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$115

Overall average: $265

Frontier

Thu 12/25Fri 1/2

DEN - ORD • Non-stop

Cheapest one-way

$64

Typical prices: $84-$190

Frontier

Mon 11/10

DEN - ORD • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Flight Deals

Cheap Flights from Colorado to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Colorado to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Colorado to Chicago

Thu, Dec 25 - Fri, Jan 2

8:45 pm - 12:12 amDEN-ORD

2h 27mnonstop

7:00 am - 8:56 amORD-DEN

2h 56mnonstop

$115Frontier

Find Deal

Mon, Nov 10 - Mon, Nov 17

8:44 pm - 12:15 amDEN-ORD

2h 31mnonstop

6:20 pm - 11:44 pmORD-DEN

6h 24m1 stop

$116Frontier

Find Deal

Thu, Dec 25 - Wed, Dec 31

8:45 pm - 12:12 amDEN-ORD

2h 27mnonstop

11:45 am - 5:32 pmORD-DEN

6h 47m1 stop

$138Multiple Airlines

Find Deal

Mon, Jan 12 - Mon, Jan 26

4:43 pm - 8:02 pmDEN-MDW

2h 19mnonstop

8:56 pm - 1:16 pmMDW-DEN

17h 20m2 stops

$142Multiple Airlines

Find Deal

Mon, Jan 12 - Mon, Jan 26

4:15 pm - 7:51 pmDEN-ORD

2h 36mnonstop

2:36 pm - 4:34 pmORD-DEN

2h 58mnonstop

$155United Airlines

Find Deal

Sat, Jan 10 - Tue, Jan 27

5:30 am - 9:00 amDEN-MDW

2h 30mnonstop

8:10 am - 10:00 amMDW-DEN

2h 50mnonstop

$155Southwest

Find Deal

Wed, Dec 10 - Sat, Dec 13

5:35 pm - 9:08 pmDEN-ORD

2h 33mnonstop

6:15 pm - 8:04 pmORD-DEN

2h 49mnonstop

$157United Airlines

Find Deal

Mon, Dec 8 - Mon, Dec 22

8:00 am - 11:25 amDEN-MDW

2h 25mnonstop

10:30 pm - 12:10 amMDW-DEN

2h 40mnonstop

$177Southwest

Find Deal

Fri, Nov 14 - Sun, Nov 16

4:55 pm - 11:37 pmGJT-ORD

5h 42m1 stop

5:00 am - 11:29 amORD-GJT

7h 29m1 stop

$239American Airlines

Find Deal

Mon, Nov 24 - Thu, Dec 4

12:36 pm - 4:22 pmCOS-ORD

2h 46mnonstop

9:55 am - 12:02 pmORD-COS

3h 07mnonstop

$253American Airlines

Find Deal

Useful Info

Low season	January
High season	November
Cheapest flight	$64

Best time to beat the crowds with an average 11% drop in price.

Most popular time to fly with an average 1% increase in price.

Flight from Denver to Chicago O'Hare Airport

AdamFlew with SouthwestDEN-ORDOct 2024

Arriving T5 at ORD on Southwest is often a LONG walk, with no moving walkways going out, to baggage claim / pickup.

BrianFlew with United AirlinesDEN-ORDJan 2024

Big airport. Make sure you have enough time between flights for rest, eating, etc…

How does KAYAK find such low prices on flights from Colorado to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Colorado to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Colorado to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Colorado is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Colorado to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Colorado with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Colorado to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Colorado up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Schererville

Munster

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Colorado

First Class flights to Chicagofrom $495

Business Class flights to Chicagofrom $453

Prem Econ Class flights to Chicagofrom $871

Economy Class flights to Chicagofrom $95

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$64 Find Cheap Flights from Colorado to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Everything you should know

Cheap Flights from Colorado to Chicago

Recent round-trip flight deals from Colorado to Chicago

Recent one-way flight deals from Colorado to Chicago

Recent last minute flight deals from Colorado to Chicago

Recent direct flight deals from Colorado to Chicago

Good to know

Flights from Colorado to Chicago: the best tips from KAYAK users

FAQs for booking flights from Colorado to Chicago

How does KAYAK find such low prices on flights from Colorado to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Colorado to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Colorado to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Colorado is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Colorado to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Colorado with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Colorado to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Colorado up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Colorado

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight