Colorado Springs to Chicago runs about 16 times a day, with the first departure around 06:10 and the last around 19:27. One passenger pays between €119.32 and €140.56, every fee included, depending on the operator and the way you travel. The fastest door to door is 5h 30m over 1,535 km, on services run by 3 operators across 1 mode.
What one seat costs
The spread between the cheapest and dearest typical fare on this corridor, across 3 operators and 1 way of making the journey. The operator sets the price on the day.
Typical fares · Priced for October 5, 2026
€119.32 to €140.56
- 284%Moves across the booking window
When it runs, leaving Colorado Springs
No operator has filed a timetable for this direction yet, so the first and last departure below follow the pattern of the corridor. Read them as the shape of the service day rather than as times to turn up for.
- 06:10First departure
- 19:27Last departure
- 16Services per day
- 94%Run direct
Fares by date
What this journey usually costs, by departure date. It shows which days run dearer.
Typical fares
- about €349.42Sat19
- about €262.69Sun20
- about €248.53Mon21
- about €178.93Tue22
- about €200.15Wed23
- about €242.04Thu24
- about €229.65Fri25
- about €189.53Sat26
- about €180.68Sun27
- about €159.44Mon28
- about €150.00Tue29
- about €156.49Wed30
- about €199.56Thu1
- about €173.60Fri2
- about €144.69Sat3
- about €134.66Sun4
- about €119.32Mon5
- about €124.63Tue6
- about €122.86Wed7
- about €154.13Thu8
- about €139.32Fri9
Based on what this route has cost recently. The operator sets the price on the day, and the live fare is confirmed when you book.
The flight gets you into Chicago. It does not get you a bed, and neither do we.

A room in Chicago for the night the flight gets in
Sort by distance from Chicago Union Station and you can see which places are ten minutes on foot and which are not.
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When to book Colorado Springs to Chicago
The same search run across the whole booking window, so the shape of the curve is visible rather than described.
- €163.5790 days
- €90.9260 days
- €95.3245 days
- €117.5530 days
- €139.3221 days
- €173.6014 days
- €229.657 days
- €248.533 days
- €349.421 days
- Cheapest lead time
- Fares bottom out around 60 days ahead, at €90.92.
- How much it moves
- The gap between the cheapest and most expensive lead time is 284 percent. The most expensive point is €349.42, 1 days out.
- What that means
- Today sits inside the cheap window, which closes about 60 days before departure. Waiting from here has usually cost money on this corridor rather than saved it.
Book now Fares on this route are lowest around 60 days ahead. You are inside that window.
This corridor, specifically
Facts that apply to Colorado Springs to Chicago and to no other route on the site.
Clocks
1 hours ahead on arrival. The clock moves even though you do not.
The shape of it
1,535 km
1,491 km as the crow flies, 3% further by the route services take. The bearing runs east.
Who lives at each end
456,568 → 2,664,452
Population at the departure city and at the arrival city, which is usually what decides how often anything runs.
How we know
0/2
2 of these connections were inferred from service-area overlap rather than observed in a timetable. We would rather say so.
The route
What the journey looks like
Direct or connecting, how far the route really runs, and what happens when a connection is missed.
- Direct or connecting
- 88% of the services we sell on this corridor run through without a change. The remaining 12% involve one connection.
- How far it really runs
- The route covers 1,535 km against 1,491 km in a straight line, a detour of 3 percent. Track and road geometry account for the difference.
- Where the change is
- Connections are made at Dallas, Denver. The gap between arriving and leaving is 49 minutes, of which about 5 is walking.
- If the connection is missed
- The tightest connection we sell here has a 19 percent chance of not being made on the timetable alone. Part of this journey is a self transfer between separate tickets, so leave more time than the minimum and expect to check in again.
Who runs this route
The flight gets in hours before any room is ready. Holding a bag is not what we sell.

Baggage storage near Chicago Union Station
Most of the points near Chicago Union Station open before the first train and close after the last one.
Check Chicago on StasherOr try Bounce
Partner links. We do not run these networks. We earn a commission on a booking, and the price is the same as going direct.
Questions about Colorado Springs to Chicago
The questions people actually ask about this trip, answered from the same prices and times the page above is built on rather than written once and left to go stale.
How long does it take to get from Colorado Springs to Chicago?
The fastest journey from Colorado Springs to Chicago takes 5h 30m door to door, of which 2h 21m is spent moving, on the flight. Most services take around 5h 40m, because that average includes slower stopping services and journeys with a connection. Times include reaching the terminal and leaving it at the far end.
How much does it cost to travel from Colorado Springs to Chicago?
The cheapest fare from Colorado Springs to Chicago is €119.32, as of September 18, 2026. A typical fare across the next three weeks is €201.92. Both figures are the total for one passenger, including taxes, supplier fees and our service fee, so nothing is added at checkout.
What is the cheapest way to get from Colorado Springs to Chicago?
The cheapest way from Colorado Springs to Chicago is by flight, at €119.32 for one passenger on October 5, 2026. That journey takes 5h 31m door to door. Cheaper is rarely faster on this corridor, and the comparison table on this page shows what each mode costs against what it saves.
When should I book Colorado Springs to Chicago?
Fares from Colorado Springs to Chicago bottom out around 60 days before departure, at €90.92. Across the whole booking window the gap between the cheapest and the most expensive lead time is 284 percent, measured on September 18, 2026. Booking inside the last week has consistently cost more on this corridor.
Which day of the week is cheapest for Colorado Springs to Chicago?
Tuesday is the cheapest day to depart from Colorado Springs to Chicago, at €150.00. That is the median of 21 priced departure days across the next three weeks, as of September 18, 2026. Shifting a departure by one day is usually worth more than shifting the booking by one week.
Which month is cheapest for Colorado Springs to Chicago?
February is the cheapest of the next 5 months to travel from Colorado Springs to Chicago, at €93.12 for one passenger. Each month is priced on its fifteenth, so the comparison is like for like rather than a mix of weekends and midweek departures.
Who runs service from Colorado Springs to Chicago?
No operator record names Colorado Springs to Chicago directly. SkyWest, Southwest Airlines, United Airlines publish service areas covering both ends and may serve it, so we list them as possible operators rather than confirmed ones.
Is there a direct service from Colorado Springs to Chicago?
88 percent of the services we sell from Colorado Springs to Chicago are direct. The rest connect at Dallas, Denver, with about 49 minutes between the two services. Both legs are sold on one booking, so a missed connection is rebooked at no charge.
Which station or terminal do services from Colorado Springs to Chicago use?
Services from Colorado Springs to Chicago by flight leave from Colorado Springs COS and arrive at Chicago ORD. Allow about 3h 10m in total for reaching the departure terminal and leaving the arrival one, which is already included in every door to door time on this page.
Can I change or refund a ticket from Colorado Springs to Chicago?
0 of the 3 operators we sell from Colorado Springs to Chicago allow a change or a refund. A change on a changeable fare costs €5.00. The operator table on this page names which is which, and the condition is shown again before you pay.
Where these numbers come from
Places, coordinates, operators, which operator serves which pair, and every distance on this page are real and come from open data. Where a corridor has a filed timetable the departure times are real too, and ferry fares are the prices the operators publish themselves.
Derived from service area No carrier record names this exact pair. The operators listed publish a service area covering both places at a distance their mode plausibly carries people, which is evidence that the corridor is served and not evidence of a specific service. Pages state which, because presenting the two as the same thing would be dishonest.
Where no operator publishes a fare for a corridor, the price here is our own estimate, worked out from the real distance and the real operator through a fare curve that follows lead time, day of the week and season. It tells you roughly what the journey costs. It is not a seat anyone has agreed to sell, and the payment step will not take it.
Defined in full at Door to door, Fares, The booking window, Carbon, Distances
- On this page
- Every figure above was computed for Colorado Springs to Chicago on September 18, 2026: 1535 km of route against 1491 km in a straight line, 17 services a day, 3 operators a cheapest fare of €119.32, and 5h 30m door to door on the fastest mode. The return direction is computed separately and its numbers are not these numbers.
Being on the water gives Chicago a set of days out that do not start at a station. We do not sell those either.

Day trips out of Chicago and across United States
Day trips that leave Chicago in the morning and cover a good part of United States by evening.
See Chicago on GetYourGuideOr browse Viator
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The two ends, compared
Colorado Springs reaches 18 places in 1 countries on services we hold, over distances from 99 to 2,381 km. Chicago reaches 268 places in 41 countries, from 41 to 12,539 km.
Other ways to make this journey
Leaving Colorado Springs
- 18Places you can leave for
- 1Countries
- 12Operators
Arriving in Chicago
Leaving Chicago
- 268Places you can leave for
- 41Countries
- 77Operators
