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.

$108 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, Dec 14 - Wed, Dec 16

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

2h 28mnonstop

6:21 am - 9:04 amORD Chicago O'Hare Intl-DEN Denver Intl

27h 43m1 stop Las Vegas Harry Reid Intl

$176Frontier

Fri, Nov 13 - Mon, Nov 16

6:30 am - 7:08 pmDEN Denver Intl-ORD Chicago O'Hare Intl

11h 38m1 stop Dallas/Fort Worth

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

2h 56mnonstop

$177Frontier

Thu, Oct 29 - Fri, Nov 6

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

2h 26mnonstop

6:10 pm - 3:48 pmORD Chicago O'Hare Intl-DEN Denver Intl

22h 38m1 stop Minneapolis St Paul

$190Multiple Airlines

Wed, Nov 11 - Wed, Nov 18

9:20 pm - 6:35 pmDEN Denver Intl-ORD Chicago O'Hare Intl

20h 15m2 stops Dallas/Fort Worth Minneapolis St Paul

10:40 am - 9:42 pmORD Chicago O'Hare Intl-DEN Denver Intl

12h 02m1 stop Dallas/Fort Worth

$190Multiple Airlines

Mon, Oct 26 - 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

Tue, Oct 27 - Tue, Nov 3

6:46 am - 10:30 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 44mnonstop

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

3h 00mnonstop

$243American Airlines

Mon, Oct 26 - Thu, Oct 29

6:00 am - 9:40 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 40mnonstop

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

2h 46mnonstop

$243United Airlines

Sat, Nov 7 - Mon, Nov 9

7:12 pm - 10:46 pmDEN Denver Intl-ORD Chicago O'Hare Intl

2h 34mnonstop

1:30 pm - 3:17 pmORD Chicago O'Hare Intl-DEN Denver Intl

2h 47mnonstop

$243United Airlines

Thu, Oct 22 - Mon, Oct 26

5:50 am - 9:10 amDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

6:05 am - 7:45 amMDW Chicago Midway-DEN Denver Intl

2h 40mnonstop

$243Southwest

Thu, Oct 29 - Tue, Nov 3

5:55 pm - 9:15 pmDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

6:05 am - 8:00 amMDW Chicago Midway-DEN Denver Intl

2h 55mnonstop

$243Southwest

Recent last minute flight deals from Colorado to Chicago

Tue, Oct 6 - Sat, Oct 24

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

2h 28mnonstop

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

2h 49mnonstop

$245Frontier

Tue, Oct 6 - Sat, Oct 24

6:40 am - 10:59 pmDEN Denver Intl-ORD Chicago O'Hare Intl

15h 19m1 stop Orlando

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

2h 49mnonstop

$261Frontier

Tue, Oct 6 - Tue, Oct 20

1:34 pm - 8:22 pmGJT Grand Junction Regnl-ORD Chicago O'Hare Intl

5h 48m1 stop Denver Intl

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

4h 49m1 stop Denver Intl

$409United Airlines

Wed, Oct 7 - Tue, Oct 13

6:09 am - 2:17 pmDEN Denver Intl-ORD Chicago O'Hare Intl

7h 08m1 stop Houston George Bush Intcntl

8:04 pm - 11:42 amORD Chicago O'Hare Intl-DEN Denver Intl

16h 38m1 stop Boston Logan Intl

$415Multiple Airlines

Fri, Oct 9 - Wed, Oct 14

5:08 pm - 11:59 pmDRO Durango La Plata County-ORD Chicago O'Hare Intl

5h 51m1 stop Dallas/Fort Worth

5:00 am - 11:14 amORD Chicago O'Hare Intl-DRO Durango La Plata County

7h 14m1 stop Phoenix Sky Harbor Intl

$433American Airlines

Fri, Oct 9 - Sun, Oct 18

5:00 pm - 11:59 pmGJT Grand Junction Regnl-ORD Chicago O'Hare Intl

5h 59m1 stop Dallas/Fort Worth

5:00 am - 10:31 amORD Chicago O'Hare Intl-GJT Grand Junction Regnl

6h 31m1 stop Dallas/Fort Worth

$444American Airlines

Fri, Oct 9 - Sun, Oct 18

6:42 pm - 5:16 amDEN Denver Intl-ORD Chicago O'Hare Intl

9h 34m1 stop Las Vegas Harry Reid Intl

2:55 pm - 8:19 amORD Chicago O'Hare Intl-DEN Denver Intl

18h 24m2 stops Kirksville Cannon Memorial Dallas/Fort Worth

$449Multiple Airlines

Wed, Oct 7 - Tue, Oct 13

7:45 am - 11:28 amDEN Denver Intl-ORD Chicago O'Hare Intl

2h 43mnonstop

7:00 am - 8:47 amORD Chicago O'Hare Intl-DEN Denver Intl

2h 47mnonstop

$487United Airlines

Wed, Oct 7 - Tue, Oct 13

7:00 am - 10:20 amDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

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

2h 35mnonstop

$487Southwest

Tue, Oct 6 - Sat, Oct 17

5:40 pm - 9:00 pmDEN Denver Intl-MDW Chicago Midway

2h 20mnonstop

5:05 pm - 6:45 pmMDW Chicago Midway-DEN Denver Intl

2h 40mnonstop

$487Southwest

Useful Info

Low season	February
High season	July
Cheapest flight	$108

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

Schererville

Munster

Chesterton

Porter

Monticello

Saint John

Griffith

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$108 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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