Find cheap flights from Chicago Midway Airport to Milwaukee

MDW - MKE

Find cheap flights from Chicago Midway Airport to Milwaukee

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Round-trip
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Chicago (MDW)
Milwaukee Milwaukee-Mitchell
Sun 12/5
Sun 12/12
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Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $8 or less one-way and $1,050 or less round-trip.
  • Morning departure is around 505% 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 Chicago Midway Airport to Milwaukee flights

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Top airline flying Chicago Midway to Milwaukee Milwaukee-Mitchell

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 30,140 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Crew did an outstanding job"

Cons: "Broken tray table literally off its hinges and unusable."

Pros: "Good Flight"

Pros: "Good crew, on time flight and departure."

Cons: "sat on the tarmac for 3 hours because the pilot was late."

Cons: "The check process was ridiculous. There not enough room in the box for me to explain my experience but the ticket agent lied to me, said he couldn't take my bag until I got a paper receipt and boarding pass from a kiosk despite having had pre-paid for my bag and digital boarding pass. 25 mins wasted"

Pros: "Reliable - on time - good service - made up time for a late departure"
Cons: "All Good stuff"

Pros: "The crew was great. Honestly, they remembered my face and greeted me when I saw them that night in the hotel."
Cons: "I can't think of anything. I had great service on the ground and in the air. All the personnel were kind and helpful."

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

Pros: "Crew was nice"

Pros: "Crew was good. It was great to be able to watch a movie, TV, or play a game to pass the time."
Cons: "More let room when someone puts back their seat."

Cons: "Baggage"

Pros: "The A/C worked, that's about all"
Cons: "Old plane, no entertainment in head rests, had to use iPad not the same movies to choose from. Seats were so uncomfortable."

Pros: "The cabin crew was efficient and very cooperative. My seven hour flight in economy class could not have gone better. Kudos to Delta for a safe and comfortable ride."
Cons: "A few more audio selections would have been welcome."

Pros: "Everything except lack of internet connection AFTER paying $19.95"
Cons: "Not getting internet after paying $19.95"

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."

Cons: "Seating poor — crowded and little leg room"

Pros: "Great employees, genuine, quick drink service, early arrival, available entertainment"
Cons: "Boarding process was slow and backed up due to extra baggage needing to be checked involuntarily"

Pros: "Snacks, drink, and spacious leg room in emergency exit row. Friendly and helpful crew."
Cons: "No entertainment"

Cons: "Flight delayed on runway in NY for 90 minuted"

Pros: "Cornell and Dorothy and the other flight attendants were the BEST! Cornell actually welcomed each passenger as they came onboard. Dorothy modeled the emergency info in such a graceful way... that you chose to pay attention because she made you feel secure. My colleagues and I have all agreed to fly Delta again ( specifically the Atlanta/ Milwaukee flight) Because of these courteous, caring, and professional people!"

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: "Snacks"

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: "Nice crew, no delays"

Cons: "Stood by as people blocked aisle during boarding, making snide comments. Instead, the two should have assisted & encouraged the passengers to step out of the aisle & move along. Was very cold hit call light fir blanket. No response for 10 min so went to the bs k of plane where the crew was chatting & eating. When I asked about blanket, they didn’t look fir any & said they didn’t have any unopened. Upon leaving big plane, I saw a stack of about 5 packaged blankets in the front. Just rude & lazy older crew. Time for a different job fir them"

Pros: "Direct flight, on time, friendly crew, smooth flight"

Pros: "Once we boarded the plane, we still had to wait for the pilots to arrive and then for them to run through their pre-flight checking before we could get underway."
Cons: "The flight was delayed and the departure gate moved at the Atlanta airport 3 times to 3 different concourses before we were finally able to depart around 1 hour later than scheduled."

Pros: "It was on time"
Cons: "It was crowded and cramped."

Pros: "The boarding was ok due my on pert on being able to board early. The stewards were nice, friendly and helpful"
Cons: "The seats were the same size as economy. I was disappointed due to fact I traveling with a larger friend and hoped to be comfortable. So much for that idea. The snacks and monitors were limited on each flight. I felt my prices should have as well. I guess this was a learning experience for me. Now I know there is only 1st class and economy."

Pros: "2 Delta employers went out of their way to address our messed up situation and make sure we got home without robbing us blind."

Pros: "Staff was awesome."
Cons: "The plane was an older plane and just not as comfortable."

Pros: "Someone was sitting in our sit. But put us in three sit so happy . She was so nice lady"
Cons: "Food"

Pros: "Very comfortable plane, 4 snack choices, friendly crew."
Cons: "It was all good, except that the charging stations were difficult to figure out since they were out of sight under the seats. I had to have the flight attendant plug in my charger."

Pros: "On Time"

Pros: "Very nice entertainment and staff"

Pros: "First class crew was great! Smooth ride, arrived early"
Cons: "Lunch option on LAX-AUS wasn't that good (chicken salad or meatballs), also was pretty sparse on the meal itself compared to other airlines"

Cons: "Flight was completely full and I was seated next to someone who required TWO seat belt extenders! I was so uncomfortable, they were sitting on top of me, couldn't even put down the arm rest. The flight attendant said there was nothing they could do."

Cons: "Hello allow upgrades to first class if they're available even when the flight takes off -on my flight in to Atlanta the pump three people up to first class and love them to sit in on my flight home to sit still empty what's up with that ?"

Cons: "Not having a seat assignment until arriving at the gate."

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: "Friendly crew, on time"

Pros: "First time I've seen Delta have zone boarding areas near the gate, kinda like what Southwest does with their boarding numbers. Kinda worked, kinda still a mess. One crewmember was nice to my son at the end of the flight, offered to get him into the cockpit for a photo op."
Cons: "Very little legroom. My knees just barely fit in the aisle."

Pros: "Don't know yet. We're still waiting to leave."
Cons: "That you're asking how it was before I left."

Pros: "That we got home. Delta was apologetic but it would be nice if you didn't get stuck for hours touching and looking at the grime left by others."
Cons: "Too bad the attitude of one crew member wrecked it for her coworkers but this can happen. Sorry for Delta and pasengers. The plane was disgusting, filthy, miserable. Dirty trays for more than one in our party. The lavatory on starboard side was a wreaking urine splattered mess before the plane took off. Come on airlines. Take your profits and at least clean your crappy old planes if not replace them."

Cons: "Delayed."

Pros: "It was a pretty comfortable flight, with lots of options for entertainment. The food they serve was fairly good and the whole crew was very helpful and kind."

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."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago Midway Airport to Milwaukee

Airlines flying from Chicago Midway Airport to Milwaukee 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 on flights from Chicago Midway Airport to Milwaukee

Mandatory masks

Masks required on board, masks provided on flights from Chicago Midway Airport to Milwaukee

Social distancing seating

Middle seats unavailable to book on flights from Chicago Midway Airport to Milwaukee

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago Midway Airport to Milwaukee

Book cheap flights from Chicago Midway Airport to Milwaukee

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