$66 Find Cheap Flights from Colorado to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$97
Overall average: $224
Frontier
Fri 1/9Mon 1/12
DEN - ORD • Non-stop
Cheapest one-way
$66
Typical prices: $111-$344
Southwest
Sat 2/14
DEN - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Colorado to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Colorado to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Colorado to Chicago

Fri, Jan 9 - Mon, Jan 12
Frontier Logo
7:26 pm - 10:56 pm
DEN
-
ORD
2h 30mnonstop
Frontier Logo
7:50 pm - 9:49 pm
ORD
-
DEN
2h 59mnonstop
$97Frontier
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
4:32 pm - 7:54 pm
DEN
-
MDW
2h 22mnonstop
Frontier Logo
9:09 pm - 10:59 pm
MDW
-
DEN
2h 50mnonstop
$105Frontier
Thu, Jan 29 - Tue, Feb 3
Multiple Airlines Logo
2:57 pm - 6:31 pm
DEN
-
ORD
2h 34mnonstop
Multiple Airlines Logo
9:23 am - 8:38 pm
ORD
-
DEN
12h 15m1 stop
$118Multiple Airlines
Sat, Jan 17 - Sat, Jan 17
Southwest Logo
8:20 am - 11:45 am
DEN
-
MDW
2h 25mnonstop
Southwest Logo
4:05 pm - 5:50 pm
MDW
-
DEN
2h 45mnonstop
$147Southwest
Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
11:47 am - 8:01 pm
DRO
-
ORD
7h 14m1 stop
American Airlines Logo
5:00 am - 11:17 am
ORD
-
DRO
7h 17m1 stop
$200American Airlines
Fri, Jan 16 - Tue, Jan 20
United Airlines Logo
1:38 pm - 9:15 pm
GJT
-
ORD
6h 37m1 stop
United Airlines Logo
10:40 am - 2:46 pm
ORD
-
GJT
5h 06m1 stop
$211United Airlines
Sat, Jan 24 - Tue, Jan 27
American Airlines Logo
11:56 am - 10:18 pm
GJT
-
ORD
9h 22m2 stops
American Airlines Logo
10:57 am - 6:19 pm
ORD
-
GJT
8h 22m1 stop
$216American Airlines
Fri, Feb 6 - Sun, Feb 8
Multiple Airlines Logo
10:30 am - 4:35 pm
COS
-
ORD
29h 05m1 stop
Multiple Airlines Logo
4:38 pm - 9:40 am
ORD
-
COS
18h 02m1 stop
$219Multiple Airlines
Fri, Feb 13 - Sun, Feb 15
United Airlines Logo
12:45 pm - 4:49 pm
MTJ
-
ORD
3h 04mnonstop
United Airlines Logo
7:10 am - 12:27 pm
ORD
-
MTJ
6h 17m1 stop
$239United Airlines
Thu, Feb 12 - Mon, Feb 16
Southwest Logo
3:50 pm - 11:10 pm
MTJ
-
MDW
6h 20m1 stop
Southwest Logo
7:55 am - 3:10 pm
MDW
-
MTJ
8h 15m2 stops
$304Southwest
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$66
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Denver to Chicago O'Hare Airport

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

Insights shared by verified travelers who flew the route from Colorado to Chicago 
Learn how KAYAK collects reviews and tips from users.
AdamFlew with Southwest
DEN
-
ORD
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
DEN
-
ORD
Jan 2024
Big airport. Make sure you have enough time between flights for rest, eating, etc…

FAQs for booking flights from Colorado to Chicago

  • 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Colorado

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $404
Business Class flights to Chicagofrom $634
Prem Econ Class flights to Chicagofrom $690
Economy Class flights to Chicagofrom $58