Find cheap flights from Colorado to Chicago

Find cheap flights from Colorado to Chicago

Round-trip
Economy
Boston (BOS)
Chicago All airports
Fri 7/31
Fri 8/7
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

February Best time to beat the crowds with an average 5% drop in price.

High season

February Most popular time to fly with an average 19% increase in price.

Average price of a round-trip

$371 (avg. price over the last 2 weeks)

Good deal for a round-trip

$93 or less

FAQs for booking Colorado to Chicago flights

How does KAYAK find such low prices 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?

What is the Hacker Fare option on flights from Colorado to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Colorado to Chicago?

Top airlines flying from Colorado to Chicago

Scores according to KAYAK customer reviews

8.0
Delta
Overall score based on 28,491 reviews
8.2
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews
Read more about Delta

Book cheap flights from Colorado to Chicago (round-trip)

Airports
Origin
Denver
$31
only
$31
Colorado Springs
$158
only
$158
Destination
Chicago
$31
only
$31
Wed, Aug 12
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 26m
Wed, Aug 19
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 39m
Trip: 8 days
Based on null reviews
Fri, Jul 31
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Mon, Aug 3
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 39m
Trip: 4 days
Based on null reviews
Wed, Oct 28
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 18m
Wed, Nov 4
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 37m
Trip: 8 days
Based on null reviews
Wed, Aug 12
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 26m
Mon, Aug 17
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 39m
Trip: 6 days
Based on null reviews
Fri, Jul 31
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Sun, Aug 2
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 39m
Trip: 3 days
Based on null reviews
Wed, Aug 26
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Tue, Sep 1
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 45m
Trip: 7 days
Based on null reviews
Fri, Jul 31
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Mon, Aug 3
ORD
Chicago O'Hare Airport
DEN
Denver Airport
12h 20m
Trip: 4 days
Based on null reviews
Wed, Aug 12
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 33m
Mon, Aug 17
ORD
Chicago O'Hare Airport
DEN
Denver Airport
12h 20m
Trip: 6 days
Based on null reviews
Thu, Jul 30
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Sun, Aug 2
ORD
Chicago O'Hare Airport
DEN
Denver Airport
12h 20m
Trip: 4 days
Based on null reviews
Tue, Aug 25
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 27m
Sat, Sep 5
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 43m
Trip: 12 days
Based on null reviews
Sat, Jul 25
DEN
Denver Airport
ORD
Chicago O'Hare Airport
7h 08m
Mon, Aug 3
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 39m
Trip: 10 days
Based on null reviews
Sat, Oct 10
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 32m
Thu, Oct 15
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 34m
Trip: 6 days
Based on null reviews
Fri, Aug 21
DEN
Denver Airport
ORD
Chicago O'Hare Airport
10h 14m
Mon, Aug 24
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 39m
Trip: 4 days
Based on null reviews
Sun, Jul 26
DEN
Denver Airport
ORD
Chicago O'Hare Airport
7h 08m
Mon, Aug 10
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 39m
Trip: 16 days
Based on null reviews
Sat, Jul 25
DEN
Denver Airport
ORD
Chicago O'Hare Airport
7h 08m
Sun, Sep 20
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 57m
Trip: 58 days
Based on null reviews
Sat, Sep 19
COS
Colorado Springs
ORD
Chicago O'Hare Airport
5h 51m
Sat, Sep 26
ORD
Chicago O'Hare Airport
COS
Colorado Springs
6h 55m
Trip: 8 days
Based on null reviews
Sat, Jul 25
DEN
Denver Airport
ORD
Chicago O'Hare Airport
7h 08m
Tue, Jul 28
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 45m
Trip: 4 days
Based on null reviews
Thu, Jul 23
DEN
Denver Airport
ORD
Chicago O'Hare Airport
10h 06m
Sun, Jul 26
ORD
Chicago O'Hare Airport
DEN
Denver Airport
12h 20m
Trip: 4 days
Based on null reviews
Sat, Sep 5
COS
Colorado Springs
ORD
Chicago O'Hare Airport
2h 38m
Sat, Sep 12
ORD
Chicago O'Hare Airport
COS
Colorado Springs
2h 47m
Trip: 8 days
Based on null reviews
Tue, Aug 11
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 26m
Thu, Aug 20
ORD
Chicago O'Hare Airport
DEN
Denver Airport
2h 39m
Trip: 10 days
Based on null reviews

Book cheap flights from Colorado to Chicago (one-way)

Airports
Origin
Denver
$16
only
$16
Colorado Springs
$36
only
$36
Destination
Chicago
$16
only
$16
$79
only
$79
Wed, Jul 29
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Based on null reviews
Tue, Aug 4
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 27m
Based on null reviews
Fri, Jul 31
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Based on null reviews
Mon, Aug 10
COS
Colorado Springs
ORD
Chicago O'Hare Airport
8h 11m
Based on null reviews
Wed, Jul 29
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Based on null reviews
Thu, Oct 8
DEN
Denver Airport
ORD
Chicago O'Hare Airport
7h 24m
Based on null reviews
Fri, Jul 31
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 36m
Based on null reviews
Thu, Jul 23
DEN
Denver Airport
ORD
Chicago O'Hare Airport
10h 06m
Based on null reviews
Sun, Aug 16
DEN
Denver Airport
ORD
Chicago O'Hare Airport
4h 41m
Based on null reviews
Thu, Jul 30
DEN
Denver Airport
ORD
Chicago O'Hare Airport
2h 27m
Based on null reviews
Sat, Aug 29
DEN
Denver Airport
ORD
Chicago O'Hare Airport
12h 05m
Based on null reviews
Mon, Aug 3
DEN
Denver Airport
ORD
Chicago O'Hare Airport
10h 06m
Based on null reviews
Sun, Sep 27
DEN
Denver Airport
MDW
Chicago Midway Airport
4h 44m
Based on null reviews
Mon, Aug 3
COS
Colorado Springs
ORD
Chicago O'Hare Airport
8h 11m
Based on null reviews
Tue, Aug 4
DEN
Denver Airport
ORD
Chicago O'Hare Airport
7h 35m
Based on null reviews
Mon, Aug 3
DEN
Denver Airport
ORD
Chicago O'Hare Airport
8h 28m
Based on null reviews
Mon, Jul 27
DEN
Denver Airport
ORD
Chicago O'Hare Airport
7h 08m
Based on null reviews
Sun, Jul 26
DEN
Denver Airport
ORD
Chicago O'Hare Airport
7h 08m
Based on null reviews
Sat, Aug 29
COS
Colorado Springs
ORD
Chicago O'Hare Airport
10h 11m
Based on null reviews
Sat, Aug 8
DEN
Denver Airport
ORD
Chicago O'Hare Airport
10h 14m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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