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$38 Find cheap flights from Chicago Midway Airport to Miami

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Miami departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mon 5/27
Mon 6/3

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Miami, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Miami, as well as popular online travel agencies
In the last 7 days travelers have searched 43,623,357 times on KAYAK, and here is why:

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Cheap flight deals from Midway to Miami (MDW-MIA)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Miami that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:13 pm - 11:30 pmMDW-MIA
3h 17mnonstop
3:55 pm - 6:27 pmMIA-MDW
3h 32mnonstop
$38Frontier
Find Deal
Tue, May 14 - Wed, May 15
7:17 pm - 11:34 pmMDW-MIA
3h 17mnonstop
4:12 pm - 6:27 pmMIA-MDW
3h 15mnonstop
$40Frontier
Find Deal
Wed, May 15 - Wed, May 22
7:13 pm - 11:30 pmMDW-MIA
3h 17mnonstop
4:12 pm - 6:27 pmMIA-MDW
3h 15mnonstop
$43Frontier
Find Deal
Tue, May 14 - Wed, May 22
7:23 pm - 11:34 pmMDW-MIA
3h 11mnonstop
4:12 pm - 6:27 pmMIA-MDW
3h 15mnonstop
$52Frontier
Find Deal
Wed, May 22 - Wed, May 29
8:27 am - 12:37 pmMDW-MIA
3h 10mnonstop
5:20 am - 7:32 amMIA-MDW
3h 12mnonstop
$54Frontier
Find Deal
Wed, Jun 5 - Wed, Jun 19
7:17 pm - 11:34 pmMDW-MIA
3h 17mnonstop
8:58 pm - 11:31 pmMIA-MDW
3h 33mnonstop
$55Frontier
Find Deal
Wed, May 8 - Sat, May 11
7:13 pm - 11:30 pmMDW-MIA
3h 17mnonstop
3:51 pm - 6:23 pmMIA-MDW
3h 32mnonstop
$57Frontier
Find Deal
Tue, May 7 - Tue, May 14
7:23 pm - 11:34 pmMDW-MIA
3h 11mnonstop
4:12 pm - 6:27 pmMIA-MDW
3h 15mnonstop
$62Frontier
Find Deal
Sun, May 19 - Wed, May 22
7:23 pm - 11:34 pmMDW-MIA
3h 11mnonstop
5:20 am - 7:32 amMIA-MDW
3h 12mnonstop
$63Frontier
Find Deal
Mon, Jun 3 - Wed, Jun 5
9:32 am - 3:40 pmMDW-MIA
5h 08m1 stop
8:05 am - 12:40 pmMIA-MDW
5h 35m1 stop
$216Delta
Find Deal
Mon, Jun 3 - Wed, Jun 5

Flights from Midway to Miami - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Miami to help you find the cheapest flights, the best time to fly and much more.

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

The average price of all flights from Chicago Midway Airport to Miami clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Miami on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Chicago Midway Airport to Miami. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

What is the cheapest month to fly from Chicago Midway Airport to Miami?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Miami, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Miami is September, where tickets cost $159 on average. On the other hand, the most expensive months are March and December, where the average cost of tickets is $313 and $307 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Miami?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Miami, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Miami, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 26 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago Midway Airport to Miami found on KAYAK was with Frontier for $43. Frontier proposed a round-trip connection from $38 and Delta from $216.

Which airlines fly non-stop between Chicago Midway Airport and Miami?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago Midway Airport to Miami.
There are 2 airlines that fly nonstop from Chicago Midway Airport to Miami. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $55. On average, the best prices for this route can be found at Frontier.

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

Each day, there are between 2 and 4 nonstop flights that take off from Chicago Midway Airport and land in Miami, with an average flight time of 3h 04m. The most common departure time is 7:00 pm and most flights take off in the evening. Each week, there are 23 flights. The most frequent day of departure is Monday, when 17% of all weekly flights depart. The fewest flights depart on a Tuesday.

Which cabin class options are there for flights between Chicago Midway Airport and Miami?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

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

The average nonstop flight takes 3h 04m, covering a distance of 1,183 miles.

What’s the earliest departure time from Chicago Midway Airport to Miami?

Early birds can take the earliest flight from Chicago Midway Airport at 6:20 am and will be landing in Miami at 10:15 am.

What’s the latest departure time from Chicago Midway Airport to Miami?

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Miami jets off at 9:00 pm and lands at 1:00 am.

Good to know

Low season

January

High season

March

Cheapest flight

$38
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 31% increase in price.
Flight from Chicago Midway Airport to Miami

When to book flights from Midway to Miami

Are your dates flexible? Find out the best times to travel from Midway to Miami based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Miami flights

  • What is the cheapest flight from Chicago Midway Airport to Miami?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Miami was $43 for a one-way ticket and $38 for a round-trip.

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

    No, a passport isn't needed to fly from Chicago Midway Airport to Miami. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Miami?

    American Airlines, Alaska Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Chicago Midway Airport to Miami flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Miami?

    The Airbus A320neo is the aircraft model that flies most regularly on the Chicago Midway Airport to Miami flight route.

  • On which days can I fly direct from Chicago Midway Airport to Miami?

    There are nonstop flights from Chicago Midway Airport to Miami on a daily basis.

  • Which is the best airline for flights from Chicago to Miami, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Miami are Delta and Frontier. With an average price for the route of $439 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $146 and an overall rating of 6.3.

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

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options 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?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Miami from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

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

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Miami with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and MIA can sometimes prove cheaper using this method.

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

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Miami from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from MDW to Miami

  • Looking for a cheap flight? 25% of our users found flights on this route for $54 or less one-way and $84 or less round-trip.

Prefer to fly non-stop from Chicago Midway Airport to Miami?

Find which airlines fly direct from Midway to Miami, which days they fly and book direct flights.

Nonstop departures

Chicago Midway to Miami

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Nonstop returns

Miami to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top 4 airlines serving from Midway to Miami

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Miami. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Miami? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10951 reviews
7.9comfort
8.6crew
7.4food
8.2boarding
8.0entertainment
Airline reviews

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

4.0 OkayAndrew, Apr 2024RDU - MCO
Read more about Delta reviews

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

Flight was delayed an no one make an announcement about it., they only have Coca Cola and nothing else., the food that was served was cold… very bad experience and service

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Bathroom broke, had to rush to board because of late exit of previous flight

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

Boarding super slow with people allowed to linger in aisles

It was a good flight. Of course it was full, but it went well.

We are gluten free, there were not any available complimentary gluten free options.

Lots of weather delays that were poorly communicated and managed. I get there are weather delays but they didn’t make it clear what was happening or comfortable on the plane

Me and my husband experienced very bad in American Airlines. We missed our flight going to Doha. The American Airlines was delayed we arrived already 10:27pm. Supposed to be 9:40 pm. So what they did they rebooked our flight and they gave us a hotel. When we arrived at the hotel the front desk said it was fully booked already. Oh my gosh! I said why did you accept the booking if it's fully booked. The guy said that's American Airlines they just book even it's already full. That's 2am already, we have nothing to do so, we decided to go another hotel. We pay the room, food and taxi. Pls give an action on this matter. Refund our expenses and give us more compensation. Not only our room, food, taxi but also our efforts, tiredness looking for a room that can accommodate us.

No meal on a cross country flight? SFO-MiA is pretty much the definition of a coast to coast flight. No meal provided. Sky high wi-fi rates too. Stop nickel and diming your customers.

Absolutely filthy flight and not equipped for a trans US

The male steward shoved me hard when i sleeping on the isle, woke me up the only way incan descripe it was Violently. I wanted to cause a scene but was able to putnmy anger innch check, i want complain to AA

Good over all but my flight from. Miami to Barbados the airplane was very dirty like I have never seen before. It looked like that plane hasn’t been cleaned in a long time and I fly about one time a month.

Everything was very good EXCEPT the food, on a five and a half hour trip. They only gave to us was snacks in first class. They didn't give us pillows or blankets.

Very disappointed with the crew and the lack of attention given to the passengers. On a 5 hour flight they never offered a snack. One time offered a beverage and didn’t pick up the used cups until the flight was on final approach. The two flight attendants in our section mentioned that they were best friends and compared their pre flight shoes. When paying for first/business class there is a level of service that should be expected. These two spent the majority of the flight in their seats playing on their phones and laughing with each other. Very frustrating!!!

Spirit canceled the flight in March and never notified me!

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

The weight limit per bag was really low - 40 lbs - so we had to pay extra. Then, they said their carry on size was 14x18x8, and we measured our bag very carefully. It was within the limit, yet they said it was too big, so we ended up paying an extra $100 for that too!! So it wasn’t the cheap flight we thought it would be. Then, they moved up our initial flight to depart 3 hours earlier which meant we had to be out on the road by 7 am and then have a 6 hour layover and we got home at 2am. It was a grueling day. I won’t be flying with them again.

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

Terrible as usual!!!! Very unprofessional and rude flight attendants! You get what you pay for! HORRIBLE

My experience was above excellent!!!! First the lady that pushed me in the wheelchair to the gate was outstanding!!! Then the ladies at the gate went over and beyond, by helping me fill out the immigration form! I would not have been able to get to Guatemala without their help!!! God bless them all! They were amazing 🙏❤️🙏

First....my trip was from Ft. Myers to Philly (not the other way around). Plane was clean, staff was friendly and flight was efficient with boarding and flight time. Thumbs up all around.

Early departure and arrival. Cabin very cold. Waited a while for luggage to come out

The no frills ticket price. The seats are very uncomfortable.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

It was impossible to change a carry-on for a checked bag after the initial selection. The flight was delayed 14 hours "to allow for a late arriving aircraft." The seats were shockingly uncomfortable. This was only the second time I've seen seats that didn't recline in an airline. The first was in an East Bloc airline before the fall if the Iron Curtain.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

First time flying Frontier, I am not sure the Ala Carte menu of options is for me.

I liked getting off the plane. Everything else was well below standards. Not even offering a bag of peanuts for free for a 4 hours flight is ridiculous.

There was no wifi, there was no usb charger on the planes Frontier lowered the weight limit on suitcases from 50 to 40 pounds Frontier now charges for a seat...really? If i don't pay for a basic seat, do i stand the whole flight? Frontier now charges for the carry on, just like for the checked suitcase The bundle pricing is way over priced.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Bought seats on the flight and they were supposed to be 2 and a jumpseat. Plane clearly changed and it was a regular 3 seat row. Asked for a refund and was denied. If I wanted to sit next to someone else I wouldn't have bought the seats..

Flying frontier reminded me of flying with my family in the 80’s in all of the worst ways possible. From poor customer service to little to no technology. The plane was dirty old and also stuck in the 80’s. From their seatbelts to not having anywhere to charge our phones the seats and the equipment I wasn’t sure if I was being punked or thrown back in time. Needless to say I don’t see myself flying frontier ever again.

Book cheap flights from Chicago to Miami

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Miami found on KAYAK in the last 72 hours.
5/19Sun
nonstopFrontier
3h 11mMDW-MIA
$43
6/25Tue
nonstopFrontier
3h 11mMDW-MIA
$44
5/27Mon
nonstopFrontier
3h 11mMDW-MIA
$45
6/12Wed
nonstopFrontier
3h 10mMDW-MIA
$46
5/28Tue
1 stopDelta
6h 45mMDW-MIA
$108
6/24Mon
1 stopDelta
5h 07mMDW-MIA
$119
6/11Tue
2 stops
24h 06mMDW-MIA
$292
5/14Tue
3 stops
28h 42mMDW-MIA
$313
5/8Wed
2 stopsVolaris
17h 24mMDW-MIA
$428
5/7Tue
2 stopsVolaris
17h 29mMDW-MIA
$456

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Last minute flights from Midway to Miami

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Miami that are departing in the next 10 days.
5/1Wed
nonstopFrontier
3h 17mMDW-MIA
5/8Wed
nonstopFrontier
3h 32mMIA-MDW
$118
5/1Wed
nonstopFrontier
3h 17mMDW-MIA
5/8Wed
nonstopFrontier
3h 32mMIA-MDW
$122
4/30Tue
nonstopFrontier
3h 17mMDW-MIA
5/7Tue
nonstopFrontier
3h 32mMIA-MDW
$131
5/1Wed
multi-stopFrontier
7h 05mMDW-MIA
5/8Wed
nonstopFrontier
3h 32mMIA-MDW
$148
4/28Sun
multi-stopDelta
4h 51mMDW-MIA
5/1Wed
multi-stopDelta
5h 40mMIA-MDW
$533
5/2Thu
multi-stopDelta
5h 53mMDW-MIA
5/5Sun
multi-stopDelta
6h 55mMIA-MDW
$632
4/30Tue
multi-stop
23h 10mMDW-MIA
5/7Tue
multi-stop
19h 17mMIA-MDW
$932
4/29Mon
multi-stopVolaris
16h 10mMDW-MIA
5/1Wed
multi-stopVolaris
17h 51mMIA-MDW
$1,071
5/1Wed
multi-stopVolaris
17h 24mMDW-MIA
5/4Sat
multi-stopVolaris
19h 12mMIA-MDW
$1,139
4/30Tue
multi-stop
17h 29mMDW-MIA
5/7Tue
multi-stop
29h 01mMIA-MDW
$1,140

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Chicago Midway Airport - Miami Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Miami (MIA)United States

Return flight deals:

Miami - Chicago Midway Airport

Cabin classes:

$52

Browse destinations: