Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Colorado to Chicago from $103

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Colorado to Chicago departing on 7/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Colorado to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:05 pm - 8:52 pm
DEN
-
ORD
2h 47mnonstop
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
$180Frontier
Wed, Jul 29 - Thu, Aug 6
Frontier Logo
5:05 pm - 8:52 pm
DEN
-
ORD
2h 47mnonstop
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
$181Frontier
Fri, Jul 31 - Fri, Aug 7
Southwest Logo
6:00 am - 9:20 am
DEN
-
MDW
2h 20mnonstop
Southwest Logo
6:00 pm - 7:40 pm
MDW
-
DEN
2h 40mnonstop
$205Southwest
Sat, Aug 8 - Tue, Aug 11
Southwest Logo
8:20 pm - 11:45 pm
DEN
-
MDW
2h 25mnonstop
Southwest Logo
9:00 am - 12:55 pm
MDW
-
DEN
4h 55m
1 stop
$211Southwest
Sat, Aug 1 - Wed, Aug 5
American Airlines Logo
12:37 pm - 4:30 pm
COS
-
ORD
2h 53mnonstop
American Airlines Logo
10:56 am - 12:47 pm
ORD
-
COS
2h 51mnonstop
$271American Airlines
Tue, Aug 25 - Sat, Aug 29
American Airlines Logo
5:13 pm - 12:18 am
COS
-
ORD
6h 05m
1 stop
American Airlines Logo
10:56 am - 12:47 pm
ORD
-
COS
2h 51mnonstop
$281American Airlines
Tue, Aug 25 - Sat, Aug 29
United Airlines Logo
12:40 pm - 4:50 pm
MTJ
-
ORD
3h 10mnonstop
United Airlines Logo
9:15 am - 11:48 am
ORD
-
MTJ
3h 33mnonstop
$289United Airlines
Thu, Aug 20 - Mon, Aug 24
Delta Logo
8:10 am - 6:19 pm
COS
-
ORD
9h 09m
1 stop
Delta Logo
3:25 pm - 9:38 pm
ORD
-
COS
7h 13m
1 stop
$291Delta
Tue, Aug 11 - Tue, Aug 18
United Airlines Logo
5:06 pm - 11:57 pm
COS
-
ORD
5h 51m
1 stop
United Airlines Logo
8:45 am - 11:02 am
ORD
-
COS
3h 17mnonstop
$293United Airlines
Mon, Nov 2 - Tue, Nov 10
Delta Logo
6:00 am - 6:33 pm
COS
-
MDW
11h 33m
2 stops
Delta Logo
6:05 am - 12:15 pm
MDW
-
COS
7h 10m
1 stop
$296Delta
Tue, Aug 25 - Sat, Aug 29

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Frontier flights from Colorado to Chicago

Our best Frontier deals on Colorado to Chicago flight tickets
Frontier
Jul 29
DEN5:05 pmDenver Intl
2h 47m
ORD8:52 pmChicago O'Hare Intl
Aug 6
ORD9:57 pmChicago O'Hare Intl
3h 00m
DEN11:57 pmDenver Intl
$180
Frontier
Jul 31
DEN5:05 pmDenver Intl
2h 47m
ORD8:52 pmChicago O'Hare Intl
Aug 7
ORD9:57 pmChicago O'Hare Intl
3h 00m
DEN11:57 pmDenver Intl
$181
Frontier
Aug 13
DEN5:05 pmDenver Intl
2h 47m
ORD8:52 pmChicago O'Hare Intl
Aug 18
ORD2:41 pmChicago O'Hare Intl
3h 04m
DEN4:45 pmDenver Intl
$182

United Airlines flights from Colorado to Chicago

Our best United Airlines deals on Colorado to Chicago flight tickets
United Airlines
Aug 8
DEN7:10 pmDenver Intl
2h 39m
ORD10:49 pmChicago O'Hare Intl
Aug 10
ORD9:50 pmChicago O'Hare Intl
2h 59m
DEN11:49 pmDenver Intl
$216
United Airlines
Aug 20
MTJ12:40 pmMontrose County
3h 10m
ORD4:50 pmChicago O'Hare Intl
Aug 24
ORD9:15 amChicago O'Hare Intl
3h 33m
MTJ11:48 amMontrose County
$289
United Airlines
Jul 15
COS12:11 pmColorado Springs
2h 45m
ORD3:56 pmChicago O'Hare Intl
Jul 29
ORD9:06 amChicago O'Hare Intl
3h 03m
COS11:09 amColorado Springs
$290

momondo Fare Finder

 
Customize your flight search to find flights from Colorado to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 25, 2026.
Use the filters below to find and compare flights from Colorado to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 7/29

5:05 pm-8:52 pm

Nonstop2h 47m

Chicago O'Hare Intl

Thu 8/6

9:57 pm-11:57 pm

Nonstop3h 00m

$180

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 7/31

5:05 pm-8:52 pm

Nonstop2h 47m

Chicago O'Hare Intl

Fri 8/7

9:57 pm-11:57 pm

Nonstop3h 00m

$181
Quickest round-trip

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 8/8

6:00 am-9:20 am

Nonstop2h 20m

Chicago Midway

Tue 8/11

6:00 pm-7:40 pm

Nonstop2h 40m

$205

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 8/1

8:20 pm-11:45 pm

Nonstop2h 25m

Chicago Midway

Wed 8/5

9:00 am-12:55 pm

1 stop4h 55m

$211

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 8/25

12:37 pm-4:30 pm

Nonstop2h 53m

Chicago O'Hare Intl

Sat 8/29

10:56 am-12:47 pm

Nonstop2h 51m

$271

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 8/25

5:13 pm-12:18 am

1 stop6h 05m

Chicago O'Hare Intl

Sat 8/29

10:56 am-12:47 pm

Nonstop2h 51m

$281

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Thu 8/20

12:40 pm-4:50 pm

Nonstop3h 10m

Chicago O'Hare Intl

Mon 8/24

9:15 am-11:48 am

Nonstop3h 33m

$289

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 8/11

8:10 am-6:19 pm

1 stop9h 09m

Chicago O'Hare Intl

Tue 8/18

3:25 pm-9:38 pm

1 stop7h 13m

$291

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Mon 11/2

5:06 pm-11:57 pm

1 stop5h 51m

Chicago O'Hare Intl

Tue 11/10

8:45 am-11:02 am

Nonstop3h 17m

$293

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Tue 8/25

6:00 am-6:33 pm

2 stops11h 33m

Chicago Midway

Sat 8/29

6:05 am-12:15 pm

1 stop7h 10m

$296

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Colorado to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Colorado, with most prices found around $229. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Colorado to Chicago during August average around $235.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $310. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Colorado to Chicago for around $511.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Colorado to Chicago during this time can be as low as $239. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $533.

What is the cheapest Colorado to Chicago flight route?

Fly from Denver Intl to Chicago O'Hare Intl for the best Colorado - Chicago flight prices

How far in advance should I book a flight from Colorado to Chicago?

You are more likely to see cheaper flights to Chicago from Colorado when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $282 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Colorado for as low as $236 on momondo.

What cabin class options are available on Colorado to Chicago flights?

There are 4 cabin classes available to choose from on Colorado to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Colorado to Chicago flights?

No. A direct flight is the cheapest option for a flight between Colorado to Chicago.

Cheap Colorado to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Colorado to Chicago

Best Price Found

$158

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Colorado in the past 72 hours is $158. The best round-trip flight deal from Colorado to Chicago found on momondo in the last 72 hours is $291.
The fastest flight from Colorado to Chicago takes 2h 15m
Direct flights go from Colorado to Chicago every day.
There are 3 airports in Chicago. From Colorado there are direct flights to Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from Colorado to Chicago

  • When did momondo last update prices for flights from Colorado to Chicago?

    Prices for flights from Colorado to Chicago are updated daily.

  • How many operators does momondo search for flights from Colorado to Chicago?

  • How old do you have to be to fly from Colorado to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Colorado to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Colorado to Chicago?

Best airlines flying from Colorado to Chicago

Compare and see reviews for airlines that fly from Colorado to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $75Free CancellationRating
5.6
2,866 reviews
Search Frontier flights
JetBluePriceFrom $126Free CancellationRating
7.1
3,002 reviews
Search JetBlue flights
SouthwestPriceFrom $157Free CancellationRating
7.9
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $167Free CancellationRating
7.1
11,754 reviews
Search American Airlines flights
United AirlinesPriceFrom $176Free CancellationRating
7.4
9,887 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Colorado to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Colorado to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Colorado to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Colorado with this policy.

How can momondo help me find flights from Colorado to Chicago?

Once all potential Colorado to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Colorado to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Colorado to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 7/25
Sat 8/1
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport