Find Cheap Flights from Colorado Springs to Chicago (COS - CHI)

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Colorado Springs to Chicago Flight Information

Avg. Flight Duration 2h 43m
Flights Arrive in Chicago
Flights Depart from Colorado Springs
Flight Price $246
Distance 922 miles
Airlines American Airlines, Delta

Good to Know

Low Season:
April
Best time to beat the crowds
4%
expected price decrease
High Season:
January
Most popular time to fly
33%
expected price increase
Average Price:
$373
(avg. price over the last 2 weeks)
Good Deal:
$364
or less (round trip)

When to Book Flights from Colorado Springs to Chicago

Estimated round-trip price
Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $364 or less.
The cheapest flight from Colorado Springs to Chicago was found 1 day before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 17% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Colorado Springs to Chicago Flights

How long does a flight from Colorado Springs to Chicago take?
An average nonstop flight takes 2h 35m, covering a distance of 922 miles.
How many flights are there between Colorado Springs and Chicago?
There are 109 (nonstop) flights between Colorado Springs and Chicago per week, averaging 14 per day.
Which airlines provide the cheapest flights from Colorado Springs to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($246), American Airlines ($365) and Delta ($506).
Do I need a passport to fly between Colorado Springs and Chicago?
No.
Which airlines fly most frequently between Colorado Springs and Chicago?
United Airlines (8 times daily), Lufthansa (4 times daily), American Airlines (2 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Colorado Springs to Chicago?
For Colorado Springs to Chicago, Monday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Chicago back to Colorado Springs, the best deals are generally found on Wednesday, with Friday being the most expensive.
Which airports will I be using when flying from Colorado Springs to Chicago?
When flying out of Colorado Springs you will be using Colorado Springs, often referred to as Colorado Springs Airport. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare International.

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

Airports
Origin
Colorado Springs
$246
only
$246
Destination
Chicago
$246
only
$246
$506
only
$506
Mon, Dec 24
COS
Colorado Springs
ORD
Chicago O'Hare International
10h 55m
Mon, Jan 7
ORD
Chicago O'Hare International
COS
Colorado Springs
15h 33m
Trip: 15 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 1
COS
Colorado Springs
ORD
Chicago O'Hare International
2h 37m
Sun, Feb 10
ORD
Chicago O'Hare International
COS
Colorado Springs
2h 58m
Trip: 10 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
PHL
DCA
Okay 4.3

Pros: Ddd the pilot just start working for American Airline? Worst landing ever in many years of travel working for FAA! The guy need to get more training for sure.

ICT
ORD
Mediocre 2.0

Cons: Poor they lost my luggage. They did not allowed me to take my suitcas whit me because the plan was too small. I never travel again whit amercan airlines

ORD
LGA
Mediocre 2.0

Cons: They lost my luggage. They did not allow me to take her whit me in the plane because i did not fit a suitcase that always travel on top because is small suitcase terrible I will never travel again with amercan airlines

PHL
AMS
Excellent 8.8

Pros: Because the flight wasn't full we passengers in the main cabin had the chance to spread out a bit more, which was great on such a long flight. Also the flight attendant let me have my scotch for free! Hooray!

Cons: Without power at each seat it's difficult to take advantage of the otherwise free entertainment that is only accessible through the app or on a laptop. There was a DC power outlet at my seat (not all of the seats in the main cabin even have that) but guess what--it required a cigarette-lighter-style adapter to plug in. I certainly don't travel around with one of those! And most of the other seats in the main cabin had no access to power at all. My battery wouldn't possibly last through a 7-hour-plus flight without supplementary power. Oh well, fortunately there are still books and magazines. Just like old times. Be more like United or any other international airline, American!

CLT
FRA
Excellent 10.0

Pros: On time, super help , confortable

Cons: Nothing

Fri, Jan 18
COS
Colorado Springs
MDW
Chicago Midway
7h 21m
Sat, Jan 26
MDW
Chicago Midway
COS
Colorado Springs
10h 35m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,950 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
BOS
PHL
Excellent 8.6

Pros: We left early

BDL
ATL
Excellent 9.3

Pros: New plane with great entertainment arrived 30 mins early

ATL
MCI
Excellent 10.0

Pros: Nice people

Cons: Waiting at gate in KC

ANC
SEA
Excellent 9.0

Pros: Everything was fine. Delta did a great job.

Cons: The kid screaming in my ear for 3 hours

SEA
GEG
Mediocre 2.0

Cons: The pplane was two hours late to depart due to technical issues.

Fri, Jan 11
COS
Colorado Springs
ORD
Chicago O'Hare International
9h 14m
Fri, Jan 18
ORD
Chicago O'Hare International
COS
Colorado Springs
13h 27m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Mar 8
COS
Colorado Springs
ORD
Chicago O'Hare International
2h 35m
Mon, Mar 11
ORD
Chicago O'Hare International
COS
Colorado Springs
2h 51m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
PHX
EUG
Excellent 9.0

Pros: Nice, efficient crew. Wheel chair & motor cart waiting for me as requested. Good flight.

Cons: Cabin oppressively hot during boarding, stayed a bit too warm. Never found the power outlets that the plane profile in magazine claimed were on the aircraft.

FUK
NRT
Excellent 10.0

Pros: The Jetstar flight was smooth and on time.

Cons: Fukuoka and Narita airports had terminals that weren’t connected by a train or even an indoor path. It was covered but it was cold in Narita and Fukuoka required a slow shuttle.

PHX
JFK
Good 6.0

Pros: The flight attendants

Cons: The pilot was too aggressive in regards to the take off and landing, landing was way too hard and fast

DFW
BOS
Good 6.5

Cons: Since we were in one of the last groups to board, there was no room for our carry on and had to be checked. Yet there are people in the previous classes who have two carry on bags and both are checked. There needs to be a penalty for this.

NRT
SAN
Excellent 10.0

Pros: The meals on Japan Airlines (JAL) were delicious!

Cons: Fukuoka and Narita airports had terminals that weren’t connected by a train or even an indoor path. It was covered but it was cold in Narita and Fukuoka required a slow shuttle.

Tue, Apr 9
COS
Colorado Springs
ORD
Chicago O'Hare International
2h 38m
Sun, Apr 14
ORD
Chicago O'Hare International
COS
Colorado Springs
2h 42m
Trip: 6 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 35,791 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.8
Entertainment
6.8
Food
6.7
MIA
LGA
Mediocre 3.3

Pros: Plane too cold hard to sleep, no blankets or pillows

Cons: late cold plane

PHX
JFK
Good 6.0

Pros: The flight attendants

Cons: The pilot was too aggressive in regards to the take off and landing, landing was way too hard and fast

PHL
DCA
Okay 4.3

Pros: Ddd the pilot just start working for American Airline? Worst landing ever in many years of travel working for FAA! The guy need to get more training for sure.

ORD
LGA
Mediocre 2.0

Cons: They lost my luggage. They did not allow me to take her whit me in the plane because i did not fit a suitcase that always travel on top because is small suitcase terrible I will never travel again with amercan airlines

FUK
NRT
Excellent 10.0

Pros: The Jetstar flight was smooth and on time.

Cons: Fukuoka and Narita airports had terminals that weren’t connected by a train or even an indoor path. It was covered but it was cold in Narita and Fukuoka required a slow shuttle.

Wed, Feb 20
COS
Colorado Springs
MDW
Chicago Midway
8h 12m
Sun, Feb 24
MDW
Chicago Midway
COS
Colorado Springs
7h 38m
Trip: 5 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,950 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
FCO
ATL
Good 7.0

Pros: THe crew was super

Cons: Confort no good very tight seats Movies hard to understand Announcements hard to hear

MKE
LGA
Good 7.3

Pros: Boarding was easy, plane clean, snacks good.

Cons: Small plane but that’s not really fixable

RDU
JFK
Mediocre 2.0

Pros: Nothing

Cons: I missed my flight due to Tsa

SEA
GEG
Mediocre 2.0

Cons: The pplane was two hours late to depart due to technical issues.

ANC
SEA
Excellent 9.0

Pros: Everything was fine. Delta did a great job.

Cons: The kid screaming in my ear for 3 hours

Sat, Dec 22
COS
Colorado Springs
ORD
Chicago O'Hare International
9h 07m
Mon, Dec 24
ORD
Chicago O'Hare International
COS
Colorado Springs
8h 02m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,950 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
BOS
PHL
Excellent 8.6

Pros: We left early

ATL
PHX
Excellent 9.3

Cons: Got a stiff neck cause the seat would not go back. Makes it difficult to see the entertainment with my progressive lenses

RDU
JFK
Mediocre 2.0

Pros: Nothing

Cons: I missed my flight due to Tsa

ANC
SEA
Excellent 9.0

Pros: Everything was fine. Delta did a great job.

Cons: The kid screaming in my ear for 3 hours

BDL
ATL
Excellent 9.3

Pros: New plane with great entertainment arrived 30 mins early

Sat, Dec 22
COS
Colorado Springs
MDW
Chicago Midway
7h 35m
Mon, Dec 24
MDW
Chicago Midway
COS
Colorado Springs
8h 12m
Trip: 3 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 21,950 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.4
LAX
HNL
Good 6.0

Pros: One of the flight attendants was nice.

Cons: 5+ hours and just some bagged snacks. Had to wait forever for soda. Screen was difficult to work - touch wasn’t working. Much smaller program selection than flights 6 days ago from RSW to LAX via ATL.

BDL
ATL
Excellent 9.3

Pros: New plane with great entertainment arrived 30 mins early

RDU
JFK
Mediocre 2.0

Pros: Nothing

Cons: I missed my flight due to Tsa

ATL
CLE
Excellent 10.0

Pros: I’m always pleased with our delta flights to and from Atlanta. Our flight was on time, the comfort plus seats are comfy enough, and the flights are quick and easy.

Cons: Everything was great on our flight.

ATL
PHX
Excellent 9.3

Cons: Got a stiff neck cause the seat would not go back. Makes it difficult to see the entertainment with my progressive lenses

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.