$164 Find Cheap Flights from Colorado Springs to Chicago Midway Airport - Compare and Save

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

• Earliest: departs at 9:55 am and lands at 12:19 pm
• Latest: departs at 11:15 am and lands at 1:39 pm.

The flight takes about 2h 24m.

Only Economy Class is available on flights from Colorado Springs to Chicago Midway Airport.

A nonstop flight from Colorado Springs to Chicago Midway Airport takes 2h 24m, covering 915 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.

Round-trip flights from Colorado Springs to Chicago Midway Airport range from $330 to $505, with an average of $408 over the past 12 months. Anything below $330 counts as a good deal.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $334 round-trip via Dallas Love Field (DAL), compared to $471 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Embraer 175 (Enhanced Winglets) family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Canadair (Bombardier) Regional Jet 700 variants.

One-way fares from Colorado Springs to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $162, which is 36% below the typical average for this route.

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

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

Flights from Colorado Springs to Chicago Midway Airport usually depart from Colorado Springs (COS) and arrive at Chicago Midway (MDW).

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

• Denver Intl (DEN) - 70% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 10% of one-stop connections
• Dallas Love Field (DAL) - 10% of one-stop connections
• Las Vegas Harry Reid Intl (LAS) - 10% of one-stop connections

Yes. Flexible dates can save you up to 46% on flights from Colorado Springs to Chicago Midway Airport. Monday is the cheapest departure day at $351 round-trip on average, while Sunday is the most expensive at $644, a difference of $293.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Only Southwest operates flights between Colorado Springs and Chicago Midway Airport.

Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 4h 38m, compared with 6h 12m via Dallas Love Field (DAL) and 7h 31m via Atlanta Hartsfield-Jackson (ATL).

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

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Among airlines operating Colorado Springs to Chicago Midway Airport flights:

• Southwest: offers free seat selection

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

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

• Southwest: a cabin bag and a checked bag in Economy Class

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