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.

$103 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

Wed, Sep 23 - Fri, Sep 25

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

2h 28mnonstop

2:46 pm - 12:10 pmORD Chicago O'Hare Intl-DEN Denver Intl

22h 24m1 stop Houston George Bush Intcntl

$159Frontier

Wed, Sep 9 - Mon, Sep 14

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

$160Frontier

Wed, Oct 7 - Tue, Oct 13

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

20h 33m1 stop Minneapolis St Paul

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

2h 49mnonstop

$179Multiple Airlines

Sat, Oct 3 - Mon, Oct 5

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

2h 28mnonstop

11:41 am - 5:40 pmORD Chicago O'Hare Intl-DEN Denver Intl

6h 59m1 stop Minneapolis St Paul

$187Multiple Airlines

Sat, Sep 26 - Sat, Oct 3

6:00 am - 9:20 amDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

7:25 pm - 9:05 pmMDW Chicago Midway-DEN Denver Intl

2h 40mnonstop

$213Southwest

Tue, Sep 15 - Sat, Sep 19

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

2h 30mnonstop

6:50 am - 8:20 amMDW Chicago Midway-DEN Denver Intl

2h 30mnonstop

$213Southwest

Sat, Oct 3 - Mon, Oct 5

6:01 pm - 10:00 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 59mnonstop

7:04 am - 8:57 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 53mnonstop

$213American Airlines

Sat, Nov 7 - Mon, Nov 9

6:11 pm - 9:55 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 44mnonstop

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

2h 51mnonstop

$213American Airlines

Mon, Oct 5 - Wed, Oct 7

8:29 pm - 11:59 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 30mnonstop

6:00 am - 7:39 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 39mnonstop

$213United Airlines

Thu, Oct 29 - Mon, Nov 2

3:01 pm - 6:38 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 37mnonstop

7:00 am - 8:46 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 46mnonstop

$213United Airlines

Recent last minute flight deals from Colorado to Chicago

Wed, Aug 26 - Sat, Sep 12

9:55 am - 1:36 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 41mnonstop

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

2h 45mnonstop

$202Frontier

Sat, Aug 29 - Sat, Sep 12

9:55 am - 1:36 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 41mnonstop

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

2h 45mnonstop

$203Frontier

Sat, Aug 29 - Sat, Sep 12

11:10 am - 2:30 pmDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

6:50 am - 8:20 amMDW Chicago Midway-DEN Denver Intl

2h 30mnonstop

$325Southwest

Sat, Aug 29 - Sat, Sep 12

11:10 am - 5:10 pmDEN Denver Intl-MDW Chicago Midway

5h 00m1 stop Birmingham

6:00 pm - 7:45 pmMDW Chicago Midway-DEN Denver Intl

2h 45mnonstop

$331Southwest

Sat, Aug 29 - Fri, Sep 11

10:19 am - 6:33 pmDEN Denver Intl-MDW Chicago Midway

7h 14m1 stop Detroit Metropolitan Wayne County

9:29 am - 1:57 pmMDW Chicago Midway-DEN Denver Intl

5h 28m1 stop Detroit Metropolitan Wayne County

$347Delta

Wed, Aug 26 - Fri, Sep 11

6:05 am - 12:39 pmDEN Denver Intl-MDW Chicago Midway

5h 34m1 stop Detroit Metropolitan Wayne County

9:29 am - 1:57 pmMDW Chicago Midway-DEN Denver Intl

5h 28m1 stop Detroit Metropolitan Wayne County

$347Delta

Sun, Aug 30 - Sat, Sep 5

5:44 pm - 9:45 pmDEN Denver Intl-ORD Chicago O'Hare Intl

3h 01mnonstop

7:14 am - 8:50 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 36mnonstop

$436American Airlines

Wed, Aug 26 - Wed, Aug 26

8:35 am - 12:19 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 44mnonstop

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

2h 53mnonstop

$437United Airlines

Sun, Aug 30 - Sat, Sep 5

12:39 pm - 7:42 pmDEN Denver Intl-ORD Chicago O'Hare Intl

6h 03m1 stop Dallas/Fort Worth

7:14 am - 8:50 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 36mnonstop

$445American Airlines

Thu, Aug 27 - Sun, Aug 30

1:15 pm - 7:30 pmASE Aspen Pitkin County-ORD Chicago O'Hare Intl

5h 15m1 stop Denver Intl

8:56 am - 11:06 amORD Chicago O'Hare Intl-ASE Aspen Pitkin County

3h 10mnonstop

$459United Airlines

Useful Info

Low season	February
High season	July
Cheapest flight	$103

Best time to beat the crowds with an average 16% 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

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Munster

Schererville

Chesterton

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

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Cabin class types available on flights to Colorado

First Class flights to Chicagofrom $529

Business Class flights to Chicagofrom $527

Premium Economy Class flights to Chicagofrom $691

Economy Class flights to Chicagofrom $147

$103 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

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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

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