$85 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 6/10. 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

Thu, May 28 - Mon, Jun 1
Frontier Logo
11:54 pm - 7:55 am
DEN
-
ORD
7h 01m
1 stop
Frontier Logo
9:37 pm - 11:44 pm
ORD
-
DEN
3h 07mnonstop
$185Frontier
Tue, May 26 - Fri, May 29
Frontier Logo
10:00 am - 7:41 pm
DEN
-
ORD
8h 41m
1 stop
Frontier Logo
8:46 pm - 10:04 am
ORD
-
DEN
14h 18m
1 stop
$186Frontier
Tue, Jun 2 - Tue, Jun 9
Southwest Logo
6:35 am - 9:55 am
DEN
-
MDW
2h 20mnonstop
Southwest Logo
9:05 pm - 10:50 pm
MDW
-
DEN
2h 45mnonstop
$201Southwest
Wed, Jun 24 - Wed, Jul 1
Multiple Airlines Logo
2:46 pm - 1:56 pm
DEN
-
MDW
22h 10m
1 stop
Multiple Airlines Logo
12:04 pm - 10:16 pm
MDW
-
DEN
11h 12m
1 stop
$206Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Southwest Logo
11:05 am - 4:35 pm
DEN
-
MDW
4h 30m
1 stop
Southwest Logo
5:30 am - 7:05 am
MDW
-
DEN
2h 35mnonstop
$207Southwest
Tue, Jun 2 - Sat, Jun 6
United Airlines Logo
9:00 am - 1:03 pm
COS
-
ORD
3h 03mnonstop
United Airlines Logo
9:06 am - 11:10 am
ORD
-
COS
3h 04mnonstop
$281United Airlines
Thu, May 28 - Mon, Jun 1
United Airlines Logo
12:31 pm - 4:49 pm
MTJ
-
ORD
3h 18mnonstop
United Airlines Logo
9:04 am - 11:43 am
ORD
-
MTJ
3h 39mnonstop
$289United Airlines
Tue, Aug 25 - Sat, Aug 29
American Airlines Logo
12:36 pm - 4:30 pm
COS
-
ORD
2h 54mnonstop
American Airlines Logo
10:50 am - 12:45 pm
ORD
-
COS
2h 55mnonstop
$289American Airlines
Wed, Jun 3 - Wed, Jun 10
American Airlines Logo
12:10 pm - 4:05 pm
COS
-
ORD
2h 55mnonstop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
COS
5h 53m
1 stop
$297American Airlines
Wed, Jul 29 - Sun, Aug 2
Multiple Airlines Logo
9:15 am - 7:59 pm
DEN
-
RFD
9h 44m
1 stop
Multiple Airlines Logo
9:19 am - 2:15 pm
RFD
-
DEN
5h 56m
1 stop
$322Multiple Airlines
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Good to know

Low seasonFebruary
Cheapest flight$85
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Denver to Chicago Midway 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 $519
Business Class flights to Chicagofrom $531
Premium Economy Class flights to Chicagofrom $524
Economy Class flights to Chicagofrom $185