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.

$104 CHEAP FLIGHTS from Colorado to Chicago

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Cheap Flights from Colorado to Chicago

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, Oct 22 - Mon, Oct 26

8:55 pm - 12:24 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 29mnonstop

6:30 am - 8:19 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 49mnonstop

$172Frontier

Fri, Oct 23 - Thu, Oct 29

8:55 pm - 12:24 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 29mnonstop

6:30 am - 8:26 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$172Frontier

Mon, Nov 9 - Fri, Nov 13

8:55 pm - 12:21 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 26mnonstop

7:26 pm - 8:19 amORD Chicago O'Hare Intl-DEN Denver Intl

13h 53m1 stop Minneapolis St Paul

$172Multiple Airlines

Mon, Nov 9 - Fri, Nov 13

8:55 pm - 12:21 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 26mnonstop

7:26 pm - 8:19 amORD Chicago O'Hare Intl-DEN Denver Intl

13h 53m1 stop Minneapolis St Paul

$186Multiple Airlines

Sat, Oct 17 - Wed, Oct 21

6:55 am - 12:05 pmDEN Denver Intl-MDW Chicago Midway

4h 10m1 stop Minneapolis St Paul

7:40 am - 9:15 amMDW Chicago Midway-DEN Denver Intl

2h 35mnonstop

$199Southwest

Sat, Oct 17 - Sat, Oct 24

6:55 am - 12:05 pmDEN Denver Intl-MDW Chicago Midway

4h 10m1 stop Minneapolis St Paul

6:35 am - 10:35 amMDW Chicago Midway-DEN Denver Intl

5h 00m1 stop Dallas Love Field

$204Southwest

Thu, Dec 17 - Tue, Dec 29

5:50 am - 9:34 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 44mnonstop

10:00 pm - 11:53 pmORD Chicago O'Hare Intl-DEN Denver Intl

2h 53mnonstop

$235United Airlines

Sat, Oct 24 - Tue, Oct 27

6:00 am - 9:43 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 43mnonstop

10:55 am - 12:45 pmORD Chicago O'Hare Intl-DEN Denver Intl

2h 50mnonstop

$243United Airlines

Wed, Dec 9 - Wed, Dec 9

6:50 am - 10:30 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 40mnonstop

9:05 pm - 10:54 pmORD Chicago O'Hare Intl-DEN Denver Intl

2h 49mnonstop

$243American Airlines

Thu, Oct 29 - Mon, Nov 2

6:09 pm - 9:50 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 41mnonstop

10:35 pm - 12:26 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 51mnonstop

$243American Airlines

Recent last minute flight deals from Colorado to Chicago

Sun, Sep 27 - Wed, Oct 7

8:55 pm - 12:23 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 28mnonstop

6:30 am - 8:15 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 45mnonstop

$236Frontier

Mon, Sep 28 - Wed, Oct 7

8:55 pm - 12:23 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 28mnonstop

6:30 am - 8:15 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 45mnonstop

$236Frontier

Mon, Sep 28 - Fri, Oct 9

8:55 pm - 12:23 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 28mnonstop

6:39 pm - 8:20 amORD Chicago O'Hare Intl-DEN Denver Intl

14h 41m1 stop Minneapolis St Paul

$352Multiple Airlines

Sun, Sep 27 - Fri, Oct 9

8:55 pm - 12:23 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 28mnonstop

6:39 pm - 8:20 amORD Chicago O'Hare Intl-DEN Denver Intl

14h 41m1 stop Minneapolis St Paul

$352Multiple Airlines

Thu, Sep 24 - Wed, Oct 14

5:30 am - 11:28 amGJT Grand Junction Regnl-ORD Chicago O'Hare Intl

4h 58m1 stop Denver Intl

5:00 am - 8:49 amORD Chicago O'Hare Intl-GJT Grand Junction Regnl

4h 49m1 stop Denver Intl

$429United Airlines

Thu, Sep 24 - Wed, Oct 14

4:44 pm - 12:14 amGJT Grand Junction Regnl-ORD Chicago O'Hare Intl

6h 30m1 stop Dallas/Fort Worth

5:00 am - 11:19 amORD Chicago O'Hare Intl-GJT Grand Junction Regnl

7h 19m1 stop Phoenix Sky Harbor Intl

$429American Airlines

Thu, Sep 24 - Wed, Oct 14

12:50 pm - 4:10 pmDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

7:40 am - 9:15 amMDW Chicago Midway-DEN Denver Intl

2h 35mnonstop

$468Southwest

Fri, Sep 25 - Wed, Sep 30

12:40 pm - 9:09 pmDRO Durango La Plata County-ORD Chicago O'Hare Intl

7h 29m1 stop Dallas/Fort Worth

5:00 am - 11:57 amORD Chicago O'Hare Intl-DRO Durango La Plata County

7h 57m1 stop Dallas/Fort Worth

$478American Airlines

Thu, Sep 24 - Wed, Oct 14

12:50 pm - 4:10 pmDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

12:05 pm - 4:20 pmMDW Chicago Midway-DEN Denver Intl

5h 15m1 stop Kansas City

$478Southwest

Thu, Sep 24 - Sun, Sep 27

1:37 pm - 9:18 pmDRO Durango La Plata County-ORD Chicago O'Hare Intl

6h 41m1 stop Denver Intl

6:00 am - 9:37 amORD Chicago O'Hare Intl-DRO Durango La Plata County

4h 37m1 stop Denver Intl

$488United Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$104

Best time to beat the crowds with an average 15% drop in price.

Most popular time to fly with an average 30% increase in price.

Flight from Denver to Chicago O'Hare Airport

JoanneFlew with United Airlines-Jun 2026

The runway to gate took a bit of time. So if you have a short layover pay for a seat up front .

AdamFlew with Southwest-Oct 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 Airlines-Jan 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

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Chesterton

Munster

Porter

Monticello

Saint John

Griffith

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$104 Find Cheap Flights from Colorado to Chicago - Compare and Save

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

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

FAQs for booking flights from Colorado to Chicago

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

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