$124 Find Cheap Flights from Colorado Springs to Chicago - Compare and Save

Among airlines operating Colorado Springs to Chicago flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

3 airlines operate flights between Colorado Springs and Chicago. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines
• Southwest

Flights from Colorado Springs to Chicago usually depart from Colorado Springs (COS) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• Southwest: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Business Class

Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Three cabin classes are available on flights from Colorado Springs to Chicago:

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $323 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $372 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

One-stop flights from Colorado Springs to Chicago most commonly connect through:

• Denver Intl (DEN) - 68% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 10% of one-stop connections
• Dallas/Fort Worth (DFW) - 10% of one-stop connections
• Las Vegas Harry Reid Intl (LAS) - 6% of one-stop connections

Denver Intl (DEN) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 27% on the Colorado Springs to Chicago route. Wednesday is the cheapest departure day at $347 round-trip on average, while Sunday is the most expensive at $475, a difference of $128. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Morning is the busiest departure period on Colorado Springs to Chicago flights, with 50% of flights leaving in that window. Afternoon departures account for 50%, evening flights for 0%, and night flights for 0%.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

These are the earliest and latest flight times available from Colorado Springs to Chicago:

• Earliest: departs at 5:01 am and lands at 7:47 am
• Latest: departs at 2:05 pm and lands at 4:51 pm.

The flight takes about 2h 46m.

Last-minute fares on this route - booked within 2 weeks of departure - run 62% above the route average of $372. Book 20 weeks before departure for the lowest fares.

A nonstop flight from Colorado Springs to Chicago takes 2h 46m, covering 922 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $253 to $1,969. That means the highest observed fare was about 8x higher than the lowest one.

One-way fares from Colorado Springs to Chicago are currently lower than usual. Average one-way flight prices are about $144, which is 35% below the typical average for this route.

Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 4h 42m, compared with 5h 57m via Dallas/Fort Worth (DFW) and 6h 12m via Dallas Love Field (DAL).

Chicago is 1 hour ahead of Colorado Springs (Central Time vs Mountain Time). Plan for the time shift when scheduling connections or first-day activities.

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Near Chicago Midway Airport (MDW) — daily rates from around $32:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Round-trip flights from Colorado Springs to Chicago range from $302 to $463, with an average of $372 over the past 12 months. Anything below $302 counts as a good deal.

American Airlines is the only airline on the Colorado Springs to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.