Find cheap flights from Chicago Midway Airport to Miami

MDW - MIA

Find cheap flights from Chicago Midway Airport to Miami

Search hundreds of travel sites at once for deals on flights to Miami

Round-trip
Economy
Chicago (MDW)
Miami
Thu 5/13
Thu 5/20
Any month
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Good to know

Low season

JuneBest time to beat the crowds with an average 31% drop in price.

High season

DecemberMost popular time to fly with an average 22% increase in price.

Average price round-trip

$287(avg. price over the last 2 weeks)

Good deal round-trip

$278or less

Good deal one-way

$97or less

When to book flights from Chicago Midway Airport to Miami

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $97 or less one-way and $278 or less round-trip.
  • The cheapest flight from Chicago Midway Airport to Miami was found 13 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is June.
  • Morning departure is around 4% 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 Miami flights

Which airlines have a flexible cancellation policy for flights from Chicago Midway to Miami due to COVID-19?

Are there Miami travel restrictions currently due to Coronavirus?

How long does a flight from Chicago Midway Airport to Miami take?

How many flights are there between Chicago Midway Airport and Miami?

Which airlines provide the cheapest flights from Chicago Midway Airport to Miami?

Do I need a passport to fly between Chicago Midway Airport and Miami?

Which airlines fly most frequently between Chicago Midway Airport and Miami?

What’s the cheapest day of the week to fly Chicago Midway Airport to Miami?

How does KAYAK find such low prices on flights from Chicago Midway Airport to Miami?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Miami?

What is the Hacker Fare option on flights from Chicago Midway Airport to Miami?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Miami?

Top airline flying Chicago Midway to Miami

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,247 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Seat was comfortable, boarding was good"
Cons: "WiFi didn’t work, my tv didn’t work either"

Cons: "Nothing, really. Airlines unfortunately can’t make people patient or polite, & I can’t afford a private jet, so I’ll have to settle for an eye roll or twelve."

Pros: "WARDA at the Miami Gate H07 was awesome. She went above and beyond. Everyone else was very helpful but you can get tell she does more than the norm. LOVE LOVE LOVE the free entertainment in the individual seats. Perfect for families!"
Cons: "No complaints"

Cons: "If you can get it he people at the desk to stop making announcements while there are announcements being made over the airport PA system that would be great. Especially when the person chosen to speak has a heavy accent and it’s competing with other announcements. My over 50 ears can’t make it out."

Pros: "We got earlier than expected to our destination"
Cons: "Perhaps educate passengers on the new Delta process of boarding. Too many passengers where disorganized; the crew tried very cars to direct people"

Pros: "Crew was awesome. Very respectful and helpful"
Cons: "Food options"

Pros: "N/a"
Cons: "Explain why there’s over a 2 hour delay"

Cons: "Faster lines at check-in. More courteous security personnel"

Pros: "Comfortable Seating!"
Cons: "Flight delayed Quite a bit."

Cons: "N/A"

Cons: "Na"

Pros: "Michael was super polite and helpful. i Traveled with my young son and he took such good care of us."

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: "Quickly boarded and took off as well. It was a really smooth flight!"

Pros: "The flight attendants was very rude & keep harassing me about my emotional support dog, I was a real animal hater, the complaint is to long to list here, never experienced such a rude flight attendant in all my years of flying , I filed a official complaint with delta."

Pros: "The flight was delay 3:45 and no compensation!!!!"
Cons: "The worst The flight was delay and no compensation!!!! 3:45"

Cons: "-"

Pros: "I was given an upgrade to a exit row seat so I could stretch out which nice since this was a connection from Sydney so I’d been flying for 14 hours already. The entertainment was excellent and the inflight messaging was wonderful. The staff was friendly and helpful. And the biscoff cookies are amazing."
Cons: "The seats need a cushion."

Pros: "How professional everyone was"
Cons: "Everything was good"

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: "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: "Late. Poor communication. Crying kids"

Pros: "The service and the seats"
Cons: "We spent more time than scheduled waiting to take off"

Cons: "It was a smaller airplane."

Pros: "We took off, flew and landed without incident. Crew was polite."
Cons: "Even though we booked months ahead, we weren’t provided seat assignments until we got to the gate. We were put in the very last row with less room than normal and no window."

Pros: "Flight attendant gave me the can of Diet Coke and extra pretzels when requested. The entertainment was excellent, the TV screen in the the seats. Good choice of TV shows"
Cons: "Seats are miniscule"

Pros: "I called ahead to get a seat assigned. I suffer from minor claustrophobia and the lady at the call center was kind enough to seat me somewhere spacious."
Cons: "Snacks could be better. Although the biscoff cookies are excellent and the crew was on their game making sure we had our snacks. I wish that for a flight as long as NY to MIA, they would offer more of a meal."

Pros: "Delta made the experience great"
Cons: "Flight was delayed almost two hours"

Pros: "Always a good experience with Delta! They’re the best!"

Pros: "Nice service , but flight was delayed , but that's not Delta dakut as it was weather related"
Cons: "Nice sercixe and crew and generous with snacks and water"

Cons: "Everything was on time, but we had to sit on tje runway for more that 30 mins which made us late all around. But aside from that everything feom Delta from dropping of bags to Landing in Miami was perfect."

Pros: "The flight attendants were very helpful and been nice."
Cons: "I didn't like that my delta studio screen did it work. I had to find other ways to pass the time for 5 hours"

Pros: "The staff was was very accommodating to myself and my 19 month old daughter"

Pros: "Awful"

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

Pros: "On time"
Cons: "Very cold on plane and when I asked for a blanket was told when she had time I then saw her give people blanket s all around me she was very unfriendly"

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: "on time. easy no issues"

Pros: "Extremely uncomfortable the entire flight. Seats too close together, then when you recline you hit the person behind you."
Cons: "Good tv shows, friendly attendants"

Pros: "On line customer service was very courteous and helpful."
Cons: "We waited overnight in the airport without even an offer of accommodations, toothbrushes, meal vouchers, etc."

Cons: "I had to take different flights due to the delays."

Pros: "Smooth flight. On time. Satellite TV."
Cons: "One boarding agent for the whole plane and he was slow. Started boarding fairly early but didn't finish until 15 minutes after scheduled departure. Very cramped for 5 hour flight. Older model entertainment center. Paying for usual amenities. Crowded gate set up. Grumpy crew."

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: "Everything"
Cons: "No complaints"

Pros: "El vuelo a su hora el avión súper. Moderno súper súper y los precios súper bajos gracias kaya"

Pros: "On time"
Cons: "Sandwiched between 2 big guys 1 of which should be made to buy 2 seats!!!!!!!"

Cons: "On the run way for 1 hour in line to take off"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago Midway Airport to Miami

Airlines flying from Chicago Midway Airport to Miami 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 Miami

Mandatory masks

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

Social distancing seating

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

Pre-flight testing

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

Book cheap flights from Chicago Midway Airport to Miami

Recent round-trip flight deals

5/18
Tue
1 stop
Delta
4h 36m
MDW - MIA
5/25
Tue
1 stop
Delta
5h 02m
MIA - MDW
6/23
Wed
1 stop
Delta
4h 46m
MDW - MIA
6/30
Wed
1 stop
Delta
5h 41m
MIA - MDW
10/23
Sat
1 stop
Delta
7h 10m
MDW - MIA
10/30
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1 stop
Delta
5h 00m
MIA - MDW
5/22
Sat
1 stop
Delta
6h 27m
MDW - MIA
5/24
Mon
1 stop
Delta
6h 29m
MIA - MDW
11/5
Fri
1 stop
Delta
7h 40m
MDW - MIA
11/11
Thu
1 stop
Delta
7h 29m
MIA - MDW
5/17
Mon
1 stop
Delta
6h 27m
MDW - MIA
5/21
Fri
1 stop
Delta
6h 29m
MIA - MDW
6/29
Tue
1 stop
Delta
4h 46m
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7/10
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1 stop
Delta
7h 02m
MIA - MDW
5/29
Sat
1 stop
Delta
6h 11m
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6/11
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1 stop
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5h 05m
MIA - MDW
5/26
Wed
1 stop
Delta
5h 01m
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6/2
Wed
1 stop
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5h 32m
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6/26
Sat
1 stop
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7h 21m
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7/1
Thu
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7h 04m
MIA - MDW
11/5
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1 stop
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5h 29m
MDW - MIA
11/11
Thu
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4h 35m
MIA - MDW
6/8
Tue
1 stop
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4h 46m
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6/15
Tue
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6h 53m
MIA - MDW
5/20
Thu
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5h 01m
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5/21
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5h 32m
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6/29
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4h 46m
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7h 04m
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7/10
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6h 10m
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7/14
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4h 50m
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6/25
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6h 08m
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6/30
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5h 41m
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6/26
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Delta
4h 46m
MDW - MIA
7/3
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1 stop
Delta
5h 28m
MIA - MDW
7/1
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1 stop
Delta
4h 46m
MDW - MIA
7/9
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1 stop
Delta
7h 02m
MIA - MDW
7/10
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1 stop
Delta
7h 23m
MDW - MIA
7/13
Tue
1 stop
Delta
4h 57m
MIA - MDW
5/23
Sun
2 stops
Multiple Airlines
31h 55m
MDW - MIA
5/26
Wed
3 stops
Multiple Airlines
22h 50m
MIA - MDW
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Recent one-way flight deals

5/23
Sun
1 stop
Delta
5h 01m
MDW - MIA
6/2
Wed
1 stop
Delta
4h 36m
MDW - MIA
5/29
Sat
1 stop
Delta
6h 27m
MDW - MIA
11/5
Fri
1 stop
Delta
7h 40m
MDW - MIA
5/23
Sun
2 stops
Multiple Airlines
35h 07m
MDW - MIA
6/20
Sun
2 stops
Multiple Airlines
23h 09m
MDW - MIA
6/20
Sun
2 stops
Multiple Airlines
23h 09m
MDW - MIA
6/20
Sun
2 stops
Multiple Airlines
45h 00m
MDW - MIA
6/20
Sun
1 stop
Delta
4h 46m
MDW - MIA
5/20
Thu
1 stop
Delta
5h 01m
MDW - MIA
7/1
Thu
1 stop
Delta
7h 21m
MDW - MIA
6/3
Thu
2 stops
Multiple Airlines
22h 22m
MDW - MIA
7/11
Sun
1 stop
Delta
7h 23m
MDW - MIA
6/20
Sun
1 stop
Delta
4h 46m
MDW - MIA
5/20
Thu
1 stop
Delta
5h 01m
MDW - MIA
6/10
Thu
2 stops
Multiple Airlines
29h 45m
MDW - MIA
5/23
Sun
2 stops
Multiple Airlines
25h 49m
MDW - MIA
6/10
Thu
2 stops
Multiple Airlines
29h 45m
MDW - MIA
6/27
Sun
2 stops
Multiple Airlines
22h 45m
MDW - MIA
6/4
Fri
2 stops
Multiple Airlines
38h 23m
MDW - MIA
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