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.

$105 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

Fri, Oct 23 - Mon, Oct 26

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

2h 29mnonstop

7:44 pm - 8:22 amORD Chicago O'Hare Intl-DEN Denver Intl

13h 38m1 stop Atlanta Hartsfield-Jackson

$172Frontier

Sat, Nov 21 - Mon, Nov 23

9:26 pm - 12:53 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 27mnonstop

6:40 am - 8:36 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$172Frontier

Wed, Dec 16 - Mon, Dec 21

9:26 pm - 12:54 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 28mnonstop

10:45 am - 5:07 pmORD Chicago O'Hare Intl-DEN Denver Intl

7h 22m1 stop Minneapolis St Paul

$182Multiple Airlines

Mon, Dec 21 - Thu, Dec 24

8:55 pm - 12:10 amDEN Denver Intl-MDW Chicago Midway

2h 15mnonstop

8:55 pm - 10:35 pmMDW Chicago Midway-DEN Denver Intl

2h 40mnonstop

$189Southwest

Sat, Nov 7 - Tue, Nov 10

6:35 am - 9:55 amDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

8:55 pm - 10:40 pmMDW Chicago Midway-DEN Denver Intl

2h 45mnonstop

$189Southwest

Thu, Nov 12 - Mon, Nov 16

12:24 pm - 4:00 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 36mnonstop

6:40 am - 8:40 amORD Chicago O'Hare Intl-DEN Denver Intl

3h 00mnonstop

$189American Airlines

Wed, Nov 11 - Wed, Nov 11

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

2h 40mnonstop

3:23 pm - 5:20 pmORD Chicago O'Hare Intl-DEN Denver Intl

2h 57mnonstop

$189American Airlines

Tue, Dec 22 - Tue, Jan 5

7:09 pm - 10:42 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 33mnonstop

2:24 pm - 4:17 pmORD Chicago O'Hare Intl-DEN Denver Intl

2h 53mnonstop

$189United Airlines

Thu, Dec 17 - Tue, Dec 22

3:25 pm - 7:05 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 40mnonstop

9:20 pm - 11:20 pmORD Chicago O'Hare Intl-DEN Denver Intl

3h 00mnonstop

$189United Airlines

Tue, Dec 29 - Fri, Jan 1

3:48 pm - 7:22 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 34mnonstop

11:45 am - 4:42 pmORD Chicago O'Hare Intl-DEN Denver Intl

5h 57m1 stop Minneapolis St Paul

$192Multiple Airlines

Recent last minute flight deals from Colorado to Chicago

Tue, Oct 13 - Tue, Oct 20

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

$229Frontier

Sat, Oct 10 - Tue, Oct 13

4:12 pm - 12:29 amDEN Denver Intl-ORD Chicago O'Hare Intl

7h 17m1 stop Dallas/Fort Worth

8:30 am - 3:54 pmORD Chicago O'Hare Intl-DEN Denver Intl

8h 24m1 stop Dallas/Fort Worth

$242Frontier

Thu, Oct 15 - Tue, Oct 20

7:34 pm - 8:30 pmDEN Denver Intl-MDW Chicago Midway

23h 56m1 stop Valparaiso Destin-Ft Walton Beach

3:30 pm - 9:49 pmMDW Chicago Midway-DEN Denver Intl

7h 19m1 stop Dallas/Fort Worth

$323Multiple Airlines

Tue, Oct 13 - Sun, Oct 18

2:29 pm - 6:16 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 47mnonstop

5:00 am - 1:29 pmORD Chicago O'Hare Intl-DEN Denver Intl

9h 29m1 stop Charlotte Douglas

$419American Airlines

Wed, Oct 14 - Sat, Oct 17

9:35 am - 9:21 pmDEN Denver Intl-ORD Chicago O'Hare Intl

10h 46m1 stop Minneapolis St Paul

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

2h 49mnonstop

$426Multiple Airlines

Tue, Oct 13 - Sun, Oct 18

7:15 am - 5:51 pmDEN Denver Intl-ORD Chicago O'Hare Intl

9h 36m1 stop Charlotte Douglas

5:00 am - 9:49 amORD Chicago O'Hare Intl-DEN Denver Intl

5h 49m1 stop Dallas/Fort Worth

$429American Airlines

Sat, Oct 10 - Wed, Oct 14

6:06 pm - 11:59 pmGJT Grand Junction Regnl-ORD Chicago O'Hare Intl

4h 53m1 stop Denver Intl

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

4h 49m1 stop Denver Intl

$469United Airlines

Wed, Oct 14 - Sat, Oct 24

10:45 am - 2:05 pmDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

7:25 pm - 9:10 pmMDW Chicago Midway-DEN Denver Intl

2h 45mnonstop

$487Southwest

Thu, Oct 15 - Mon, Oct 19

12:15 pm - 4:19 pmASE Aspen Pitkin County-ORD Chicago O'Hare Intl

3h 04mnonstop

9:10 am - 11:29 amORD Chicago O'Hare Intl-ASE Aspen Pitkin County

3h 19mnonstop

$489United Airlines

Wed, Oct 14 - Thu, Oct 22

12:40 pm - 4:00 pmCOS Colorado Springs-MDW Chicago Midway

2h 20mnonstop

11:50 am - 1:25 pmMDW Chicago Midway-COS Colorado Springs

2h 35mnonstop

$491Southwest

Useful Info

Low season	February
High season	July
Cheapest flight	$105

Best time to beat the crowds with an average 14% drop in price.

Most popular time to fly with an average 32% 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

Chesterton

Schererville

Munster

Porter

Monticello

Saint John

Griffith

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$105 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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