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.

$106 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

Mon, Sep 28 - Sun, Oct 4

6:09 am - 9:39 pmDEN Denver Intl-ORD Chicago O'Hare Intl

14h 30m1 stop Houston George Bush Intcntl

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

2h 45mnonstop

$163Frontier

Thu, Dec 3 - Mon, Dec 14

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

2h 34mnonstop

12:51 pm - 8:59 pmORD Chicago O'Hare Intl-DEN Denver Intl

9h 08m1 stop Las Vegas Harry Reid Intl

$163Frontier

Wed, Nov 4 - Sat, Nov 14

9:10 pm - 6:05 pmDEN Denver Intl-ORD Chicago O'Hare Intl

19h 55m1 stop Minneapolis St Paul

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

2h 56mnonstop

$211Multiple Airlines

Wed, Sep 30 - Sat, Oct 3

9:10 pm - 6:43 pmDEN Denver Intl-ORD Chicago O'Hare Intl

20h 33m1 stop Minneapolis St Paul

4:35 pm - 9:49 pmORD Chicago O'Hare Intl-DEN Denver Intl

6h 14m1 stop Dallas/Fort Worth

$218Multiple Airlines

Wed, Sep 30 - Tue, Oct 6

6:30 am - 9:50 amDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

3:35 pm - 5:15 pmMDW Chicago Midway-DEN Denver Intl

2h 40mnonstop

$229Southwest

Mon, Nov 23 - Wed, Dec 2

8:40 pm - 11:55 pmDEN Denver Intl-MDW Chicago Midway

2h 15mnonstop

8:05 am - 10:00 amMDW Chicago Midway-DEN Denver Intl

2h 55mnonstop

$229Southwest

Sat, Oct 3 - Tue, Oct 6

8:18 am - 11:59 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 41mnonstop

9:45 am - 11:37 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 52mnonstop

$229American Airlines

Tue, Dec 29 - Wed, Jan 13

6:18 pm - 9:55 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 37mnonstop

9:33 am - 11:29 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 56mnonstop

$229American Airlines

Wed, Dec 30 - Wed, Dec 30

7:40 am - 11:19 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 39mnonstop

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

3h 00mnonstop

$229United Airlines

Thu, Oct 29 - Mon, Nov 2

4:48 pm - 8:29 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 41mnonstop

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

2h 50mnonstop

$229United Airlines

Recent last minute flight deals from Colorado to Chicago

Mon, Sep 14 - Thu, Sep 17

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

$185Frontier

Tue, Sep 15 - Wed, Sep 30

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

$207Frontier

Tue, Sep 15 - Wed, Sep 30

7:25 pm - 10:55 pmDEN Denver Intl-MDW Chicago Midway

2h 30mnonstop

3:50 pm - 5:20 pmMDW Chicago Midway-DEN Denver Intl

2h 30mnonstop

$363Southwest

Tue, Sep 15 - Wed, Sep 30

11:15 am - 4:00 pmDEN Denver Intl-MDW Chicago Midway

3h 45m1 stop Des Moines

3:50 pm - 5:20 pmMDW Chicago Midway-DEN Denver Intl

2h 30mnonstop

$369Southwest

Wed, Sep 16 - Tue, Sep 29

10:50 pm - 11:40 amDEN Denver Intl-ORD Chicago O'Hare Intl

35h 50m3 stops Las Vegas Harry Reid Intl Nashville Intl Quincy Regional

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

2h 45mnonstop

$373Multiple Airlines

Wed, Sep 16 - Tue, Sep 22

9:19 pm - 1:55 pmDEN Denver Intl-ORD Chicago O'Hare Intl

15h 36m2 stops Dallas/Fort Worth Kirksville Cannon Memorial

1:21 pm - 11:44 pmORD Chicago O'Hare Intl-DEN Denver Intl

11h 23m1 stop Las Vegas Harry Reid Intl

$407Multiple Airlines

Wed, Sep 16 - Wed, Sep 23

4:41 pm - 12:14 amGJT Grand Junction Regnl-ORD Chicago O'Hare Intl

6h 33m1 stop Dallas/Fort Worth

5:00 am - 10:25 amORD Chicago O'Hare Intl-GJT Grand Junction Regnl

6h 25m1 stop Dallas/Fort Worth

$424American Airlines

Thu, Sep 17 - Tue, Sep 22

4:48 pm - 12:14 amDRO Durango La Plata County-ORD Chicago O'Hare Intl

6h 26m1 stop Dallas/Fort Worth

5:00 am - 10:56 amORD Chicago O'Hare Intl-DRO Durango La Plata County

6h 56m1 stop Phoenix Sky Harbor Intl

$433American Airlines

Wed, Sep 16 - Wed, Sep 23

2:50 pm - 6:32 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 42mnonstop

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

2h 50mnonstop

$467United Airlines

Thu, Sep 17 - Mon, Sep 21

8:21 am - 12:29 pmASE Aspen Pitkin County-ORD Chicago O'Hare Intl

3h 08mnonstop

7:47 pm - 9:55 pmORD Chicago O'Hare Intl-ASE Aspen Pitkin County

3h 08mnonstop

$469United Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$106

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

Most popular time to fly with an average 31% 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

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

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$106 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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