Find cheap flights from Chicago Midway Airport to Colorado Springs

MDW - COS

Find cheap flights from Chicago Midway Airport to Colorado Springs

Round-trip
Economy
Chicago (MDW)
Colorado Springs
Wed 11/25
Wed 12/2
Any month
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  • Morning departure is around 3% cheaper 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 Chicago Midway Airport to Colorado Springs flights

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Top airline flying Chicago Midway to Colorado Springs

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,789 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "The way they load the aircraft from the rear for covid safety precautions."
Cons: "The availability to switch my ticket to an earlier flight to avoid a 5 hour layover."

Cons: "100% as always.. delta has never disappointed! Keep up the good work guys"

Pros: "Very punctual! We arrived on the exactly time as estimated."
Cons: "Very poor snack options"

Pros: "Short flight and no problems."

Pros: "Taco"
Cons: "Taco"

Cons: "More leg room and seat width. I don’t like having other passengers pressed against me."

Pros: "The crew was nice, and they served plenty of drinks. They even give a free light meal on the JFK-LAX flight. Decent in-flight entertainment options and free WiFi for use with WhatsApp and iMessage only."
Cons: "There wasn't nearly enough legroom. The plane was an old 767; it would have been nice to have a power outlet too."

Pros: "The flight attendant from IAD to MSP called Bernadette was wonderful!"

Cons: "Value for the price."

Pros: "Decent drinks and food. Attentive crew"
Cons: "The lady who sat beside me kept asking questions"

Cons: "At least one hour late"

Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."

Pros: "Food was unexpectedly good."
Cons: "The flight was delayed for 40 minutes. We could hardly catch connecting flight"

Pros: "Although we ended up being stuck on the plane for 2 hours prior to take off due to high volume, weather and as the pilot put it, "possible military activity" the crew kept us informed every step of the way. There was one flight attendant in particular who was so full of energy and made the unfortunate circumstances not so bad. She entertained us and kept us in the loop the entire time as did the pilots. It made the 2 hours not feel so bad which was appreciated."
Cons: "That we were delayed on the plane for two hours on a small plane but I know it was out of their control."

Pros: "The flight was very smooth and the landing also was very good. The selection of movie are plenty."

Pros: "The flight attendants gave great service"

Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."

Pros: "Friendly and courteous crew, great food, comfortable seating, quick luggage retrieval. Wow!"
Cons: "Nothing."

Pros: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos, please reimburse on the credit card"
Cons: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos of the studio and musicians"

Pros: "The Delta desk attendant at CVG was unable to come up with another flight to get me from CVG to Colorado Springs on 6/13. There is nothing to like."
Cons: "See comments above."

Pros: "On time."

Pros: "Not crowded?"
Cons: "It's a 6A flight from RNO to SLC meaning you are up really early to get to the airport, checkin and wait. There's no Delta lounge, so you're stuck trying to find something to eat and somewhere to sit well before our flight. The exit row seating does help, but the seats didn't recline making it a bit more uncomfortable."

Pros: "Great flight . Even got here early"

Pros: "The staff is very friendly. Most pleasant airline I've flown with."

Cons: "The flight was an older crew , seem a bit rude sometimes especially during the beverage and meal services. Not all of the flight crew was like that, but the over all feeling existed."

Pros: "They solved my name matching problem with calm and efficiency, so I made it to my conference. Thank you !!"

Pros: "Great service all around"

Pros: "On time. Most important"

Cons: "Hurricane Irma, I was lucky enough to get a refund do to the natural disaster."

Pros: "Good food (for economy), lots of little perks (like eye shades), and most importantly, excellent service from the flight attendants. One of my best transatlantic flights."

Pros: "They are very professional"
Cons: "I luv it"

Pros: "The long delay could of been avoided if the Delta counter had lied to me by saying I wouldn't have a problem changing my flight out early once I got into NYC from China Not a happy Delta customer There were delays and no compensation"

Cons: "Delays and ground chaos nearly caused us to miss our international connection. Gate staff unable to provide assistance with booking on connecting partner airline. Gate staff unaware of new terminal 3 to TBIT airside shuttle nearly directed us to leave domestic and requeue for international security. Will like skip Delta connectors to long haul international flights and just fly direct from SFO."

Pros: "The delta connection flight waited for our flight so we were able to make our cruise :-)"
Cons: "The delay in the beginnning caused a bit of anxiety that we might miss our connecting flight which could've resulted in a missed cruise"

Pros: "Decent food"
Cons: "Bad delay Flight attendants not friendly"

Pros: "Left reasonably on time, arrived a bit early, able to find overhead storage for my roll-on, even boarding in Zone 3"
Cons: "Very tightly packed; minimal comfort for the flight."

Pros: "Crew was friendly."
Cons: "Seats are uncomfortable. Very little legroom."

Cons: "Air conditioner was not working properly and we were delayed over 3 hours waiting on the plane at the gate and tarmac. Then they had to de-ice the plane which added more delay. Lost too much time that could have been spent in sunny, warm Hawaii."

Pros: "Enough said"

Pros: "Flight got in early. Attendants were friendly. Entertainment on board was great with lots of options."
Cons: "I wished they offered snack boxes for purchase on short flights."

Pros: "Bags arrived on the belt quickly"
Cons: "Why is there not saying precheck to use after you've been funneled through customs? ATL is advanced enough to have kiosk for arrival, even for those confused and not with global entry, but then forces you to wait in security line instead of the typically faster tea precheck line. Every minute I'm in line, I'm not spending money"

Pros: "All restroom floors were wet. I have seen this in others 767's too. Is this a 767 phenomenon"

Pros: "The crew was nice"
Cons: "I didn't like the fact that I didn't get my luggage with me when I arrived to casablanca as I lived 4 hours away from the casablanca. I have to come back the next day to get my luggage. I was very mad about it.plus I noticed one of my luggage has been damaged so now I have to buy another one because I can t use it. It was disgusting."

Pros: "The flight crew was nice and polite. They served drinks and snacks in a timely manner while on the flight."
Cons: "Flight was scheduled to leave early, the plane arrived, but they couldn't turn the plane around fast enough. We left the gat late, then pilot said we would still be arriving half an hour early. We arrived about 45 minutes late, and that was a problem because our connecting flight was due to depart now in 15 minutes. Lightning forced the airport to shutdown, which was great, we had a chance to catch our flight, but we were stuck in the airplane, and we couldn't get to our gate until the all-clear. I know this is not Delta's fault, but they did arrive quite late on a flight that, according to them, would be early. They also never communicated to the other flight that there were several passengers catching that connection. So by the time we had ran to catch our connection they had closed the ramp. Lightning hit again, and they shutdown the airport once again, so the airplane was still at the gate for about an hour, and they did not allow the 20+ passengers to board that plane, which was right there. So frustrating. The only thing that saved it was that our new flight was the new airbus, and although it left an hour and a half later, the comfort level was phenomenal."

Pros: "friendly crew and staff"
Cons: "the unsheltered boarding in snowy and icy weather treacherous for those of us who are not so sure footed"

Cons: "the passenger next to me was sick and shortly after takeoff projectile vomited in the seat. The flight attendant did not seem to think that it was a big deal and took his time attending to the sick passenger and relocating me."

Pros: "Air plane was nice and had good leg room . Was a comforted flight."

Pros: "Attendants"
Cons: "Seating was given at gate, and I ended up in the last row which does not recline - not comfortable for 60 year old with a bad back"

Cons: "The people taking the tickets were rude, only in Atlanta. The people in Denver taking tickets were very friendly."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago Midway to Colorado Springs

Airlines flying from Chicago Midway to Colorado Springs have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters

Mandatory masks

Masks required on board, masks provided

Social distancing seating

Middle seats unavailable to book

Pre-flight testing

Testing for antibodies, testing for symptoms

Book cheap flights from Chicago Midway Airport to Colorado Springs

Recent round-trip flight deals

1/28
Thu
2 stops
Delta
14h 21m
MDW - COS
2/2
Tue
2 stops
Delta
14h 07m
COS - MDW
1/16
Sat
2 stops
Delta
14h 21m
MDW - COS
1/19
Tue
2 stops
Delta
14h 07m
COS - MDW
12/1
Tue
2 stops
Delta
11h 58m
MDW - COS
12/4
Fri
2 stops
Delta
8h 53m
COS - MDW
1/10
Sun
2 stops
Delta
14h 21m
MDW - COS
1/12
Tue
2 stops
Delta
14h 07m
COS - MDW
1/9
Sat
2 stops
Delta
14h 21m
MDW - COS
1/12
Tue
2 stops
Delta
14h 07m
COS - MDW
12/17
Thu
2 stops
Delta
11h 50m
MDW - COS
12/21
Mon
2 stops
Delta
13h 54m
COS - MDW
12/2
Wed
2 stops
Delta
11h 55m
MDW - COS
12/5
Sat
2 stops
Delta
14h 03m
COS - MDW
3/12
Fri
1 stop
Delta
7h 25m
MDW - COS
3/15
Mon
1 stop
Delta
9h 51m
COS - MDW
3/11
Thu
2 stops
Delta
10h 51m
MDW - COS
3/15
Mon
1 stop
Delta
9h 51m
COS - MDW
12/11
Fri
2 stops
Delta
11h 50m
MDW - COS
12/24
Thu
2 stops
Delta
9h 29m
COS - MDW
3/14
Sun
2 stops
Delta
10h 51m
MDW - COS
3/20
Sat
1 stop
Delta
7h 50m
COS - MDW
12/14
Mon
2 stops
Delta
11h 55m
MDW - COS
12/16
Wed
2 stops
Delta
14h 03m
COS - MDW
12/15
Tue
2 stops
Delta
11h 55m
MDW - COS
12/17
Thu
2 stops
Delta
14h 03m
COS - MDW
12/16
Wed
2 stops
Delta
11h 55m
MDW - COS
12/21
Mon
2 stops
Delta
13h 54m
COS - MDW
12/16
Wed
2 stops
Delta
11h 55m
MDW - COS
12/18
Fri
2 stops
Delta
13h 54m
COS - MDW
1/18
Mon
2 stops
Multiple Airlines
14h 30m
MDW - COS
1/21
Thu
2 stops
Multiple Airlines
12h 52m
COS - MDW
12/16
Wed
2 stops
Delta
11h 55m
MDW - COS
12/21
Mon
2 stops
Delta
13h 54m
COS - MDW
1/28
Thu
3 stops
Multiple Airlines
25h 45m
MDW - COS
2/2
Tue
2 stops
Multiple Airlines
20h 55m
COS - MDW
1/28
Thu
3 stops
Multiple Airlines
25h 45m
MDW - COS
2/2
Tue
3 stops
Multiple Airlines
22h 33m
COS - MDW
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Recent one-way flight deals

12/8
Tue
2 stops
Delta
11h 55m
MDW - COS
12/2
Wed
2 stops
Delta
11h 55m
MDW - COS
12/18
Fri
2 stops
Delta
11h 53m
MDW - COS

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