$89 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 4/1. 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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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, Apr 10 - Tue, Apr 14
Frontier Logo
9:45 am - 1:19 pm
DEN
-
ORD
2h 34mnonstop
Frontier Logo
3:27 pm - 8:50 am
ORD
-
DEN
18h 23m
1 stop
$174Frontier
Thu, Apr 9 - Mon, Apr 13
Frontier Logo
8:00 am - 11:13 pm
DEN
-
MDW
14h 13m
1 stop
Frontier Logo
5:11 pm - 10:19 am
MDW
-
DEN
18h 08m
1 stop
$174Frontier
Wed, Apr 8 - Wed, Apr 15
Southwest Logo
5:55 pm - 9:30 pm
DEN
-
MDW
2h 35mnonstop
Southwest Logo
6:30 am - 8:10 am
MDW
-
DEN
2h 40mnonstop
$185Southwest
Sat, May 2 - Sat, May 9
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
$221American Airlines
Thu, Apr 30 - Sun, May 3
Multiple Airlines Logo
6:46 pm - 5:00 pm
COS
-
ORD
21h 14m
1 stop
Multiple Airlines Logo
7:45 am - 5:56 pm
ORD
-
COS
11h 11m
1 stop
$230Multiple Airlines
Wed, Apr 29 - Wed, May 6
Southwest Logo
2:30 pm - 8:20 pm
COS
-
MDW
4h 50m
1 stop
Southwest Logo
6:30 am - 9:45 am
MDW
-
COS
4h 15m
1 stop
$241Southwest
Wed, Apr 29 - Wed, May 6
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
$242American Airlines
Sat, May 9 - Sat, May 16
Delta Logo
1:55 pm - 9:09 pm
COS
-
MDW
6h 14m
1 stop
Delta Logo
6:23 am - 12:48 pm
MDW
-
COS
7h 25m
1 stop
$261Delta
Thu, May 14 - Mon, May 18
Delta Logo
1:55 pm - 9:09 pm
COS
-
MDW
6h 14m
1 stop
Delta Logo
9:22 am - 9:27 pm
MDW
-
COS
13h 05m
2 stops
$266Delta
Tue, Apr 28 - Mon, May 11
Multiple Airlines Logo
12:52 pm - 10:02 am
GJT
-
ORD
20h 10m
2 stops
Multiple Airlines Logo
8:52 pm - 12:13 pm
ORD
-
GJT
16h 21m
1 stop
$315Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$89
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 6% 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 $473
Business Class flights to Chicagofrom $546
Premium Economy Class flights to Chicagofrom $768
Economy Class flights to Chicagofrom $172