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MDW - MIA

$29 Find Cheap Flights from Chicago Midway Airport to Miami

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Miami departing on 10/30. 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

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 48,434,160 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
8:13 pm - 12:17 amMDW-MIA
3h 04mnonstop
5:08 pm - 7:18 pmMIA-MDW
3h 10mnonstop
$84Frontier
Find Deal
Wed, Nov 6 - Sat, Nov 16
8:13 pm - 12:17 amMDW-MIA
3h 04mnonstop
5:08 pm - 7:18 pmMIA-MDW
3h 10mnonstop
$86Frontier
Find Deal
Wed, Nov 6 - Sat, Nov 9
8:13 pm - 12:17 amMDW-MIA
3h 04mnonstop
5:08 pm - 7:18 pmMIA-MDW
3h 10mnonstop
$87Frontier
Find Deal
Sat, Nov 9 - Wed, Nov 13
8:13 pm - 12:17 amMDW-MIA
3h 04mnonstop
5:08 pm - 7:18 pmMIA-MDW
3h 10mnonstop
$88Frontier
Find Deal
Sat, Nov 2 - Sat, Nov 9
12:00 pm - 4:05 pmMDW-MIA
3h 05mnonstop
3:50 pm - 6:05 pmMIA-MDW
3h 15mnonstop
$140Southwest
Find Deal
Wed, Sep 4 - Wed, Sep 11
6:00 am - 12:42 amMDW-MIA
17h 42m1 stop
5:45 am - 6:00 pmMIA-MDW
13h 15m1 stop
Wed, Aug 21 - Wed, Aug 28
6:00 am - 12:42 amMDW-MIA
17h 42m1 stop
5:45 am - 6:00 pmMIA-MDW
13h 15m1 stop
Wed, Aug 21 - Wed, Aug 28
12:00 pm - 4:05 pmMDW-MIA
3h 05mnonstop
3:50 pm - 6:05 pmMIA-MDW
3h 15mnonstop
$184Southwest
Find Deal
Wed, Sep 11 - Wed, Sep 18
9:32 am - 5:31 pmMDW-MIA
6h 59m1 stop
12:50 pm - 5:04 pmMIA-MDW
5h 14m1 stop
$216Delta
Find Deal
Wed, Sep 11 - Wed, Sep 18
6:11 am - 1:00 pmMDW-MIA
5h 49m1 stop
6:00 am - 9:38 amMIA-MDW
4h 38m1 stop
$222Delta
Find Deal
Wed, Aug 28 - Sun, Sep 1

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, Friday is the most expensive day to fly from Chicago Midway Airport to Miami. For your return ticket, we recommend flying on a Thursday 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 $150 on average. On the other hand, the most expensive months are March and December, where the average cost of tickets is $302 and $288 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 5 days before departure. For the absolute cheapest price, our data suggests you should book 20 days before departure.

Good to know

Low season

August

High season

March

Cheapest flight

$29
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly with an average 55% 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 $29 for a one-way ticket and $84 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, Delta, and Alaska Airlines 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 $483 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 $152 and an overall rating of 6.2.

  • 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

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Miami

  • Looking for a cheap flight? 25% of our users found flights on this route for $69 or less one-way and $88 or less round-trip.

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

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

Nonstop departures

Chicago Midway to Miami

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest, Frontier

Southwest, Frontier

Thursday

Southwest

Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Southwest, Frontier

Southwest, Frontier

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Miami to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest, Frontier

Southwest, Frontier

Thursday

Southwest

Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Southwest, Frontier

Southwest, Frontier

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 5 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 9472 reviews
7.9Comfort
8.6Crew
8.2Boarding
7.4Food
8.0Entertainment
Airline reviews

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

2.0 MediocreDebra, Aug 2024LGA - MIA
Read more about Delta reviews

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

It was very cold because the air conditioner was on high power, and my son got sick.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

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.

Didn't make it dir to delays - no support from United staff

No water on the toilets, dirty sits. 4 hours delayed departure.

My flight was delayed for a whole day, so I lost a day of my vacation.

flight delayed, was put on another flight after standby queue, luggage was misplaced and arrived to me 3 days later

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

There was a serious delay of almost 2 hrs to departure.. it would have been to be told what caused the delay. Apart from the delay, boarding and the flight itself went smoothly.

Flight departed on time and arrived a bit early. Can’t go wrong with that! And makes a travel experience go so well

The flight was quick which gave me more time to get to my other flight.

Terrible. We had about a 3 hours delay which led to us missing our connecting.

It was the worst experience ever. Cabin temperature cold, for which they did not have any blankets upon my asking. We paid $125 extra for each passenger to get extra space sits; the sits were ridiculously small, tight, and uncomfortable! The flight attendant dropped ice on me and my sister! All in all, American Airlines deserves below zero!

The inability to be flexible when you need to change a Basic Economy flight, when your company demands you book through a third party, causes raw feelings about the whole experience. A major airline should realize business and personal plans change all the time. I must save my company money on travel. Even if you have to charge me for the change, I get it. But being so rigid with a policy is not the best customer service.

Absolutely the worst experience. We were 5 hours delayed due to mechanical issues and a crew timing out. We were not offered any concession. When I asked for a meal voucher, they gave me $12. You can get a bottle of water for that at the airport. Offensive.

American Airlines actually put me on a Delta flight. They didn't have to do that. They could have offered me a flight the next day or even two days later. But, American Airlines agents put me on a Delta airplane from Atlanta to Sao Paulo, instead of going through Miami when my flight to Miami was cancelled. American Airlines made sure that I got to my destination on time. I appreciate that.

Everything was fine once we actually got on our flight. It was more then annoying they canceled (delayed) our flight. We lost out on a day of our trip along with money on our stay. Plus we had to book another hotel. So expensive.

This flight was canceled and delayed several times without explanation. The plane was freezing cold and no wifi for messaging. Getting off the plane was terribly unorganized and felt like it took forever….

Spirit cancel my flight. Many times happen in my travels.

Cancelled after 3 hour delay with no aside from a rebooking three days later.

The flight was delayed by 10 hours because there was no flight attendant available. We ended up getting a refund. I can't believe Spirit does not have contingencies in place for this. I will never book on this airline again.

Spirit just keeps getting better and better. Kudos to the crew who were going out of their way to help a mother with a baby who was a little overwhelmed.

Nothing. Will never ever travel on Spirit or Frontier. Both of them Garbage Airlines.

The length of delays were extremely frustrating. Stuck in airport for hours. We were to get meal vouchers but it was 3 hours until someone responded to me from their WhatsApp and they said wait for an email. Still no vouchers and it’s been 24 hours. Terrible customer service. The ppl at the gates and bag checkin were miserable and not helpful

Our flight was delayed four hours and staff did nothing to accommodate the issue.

Would have been better if I would’ve made it on my flight but it was delayed twice and then canceled and now I’m stuck till Monday which was and extra 5 days I did not count on .

Delays and sending me to different terminal for departures. It looked very confusing and disorganized

Spirit's website on mobile did not work. Check-in kiosk would not allow us to check in at 12:09 for a 12:52 departure. Went to front desk, they said we had missed our flight and there was nothing they could do, would not offer a refund, and we're extremely rude and condescending. They said if we had checked in at 12:07 they could have given us our boarding pass. We spent $650 to take a different flight on Southwestern. When we got to the gate and sat down at 12:25, Spirit had delayed their departure time for our original flight to 1:54. I've never been more irritated while flying. I will never book another flight through Spirit again.

Horrible my trip was delayed 3 hours, we already have set in the plane and they delayed the flight.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

Connecting from an international flight in Miami was horrible. We had to take check luggage on the way out go to the frontier counter and there was no one there to receive it for our domestic connecting flight we almost missed the flight because they had no Personnel on site

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

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.

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.
10/30Wed
nonstopFrontier
3h 04mMDW-MIA
$29
11/13Wed
nonstopFrontier
3h 04mMDW-MIA
$39
11/6Wed
nonstopFrontier
3h 04mMDW-MIA
$40
10/5Sat
1 stopFrontier
8h 13mMDW-MIA
$44
8/19Mon
1 stop
28h 33mMDW-MIA
$73
9/15Sun
nonstopSouthwest
3h 00mMDW-MIA
$99
9/20Fri
2 stops
14h 37mMDW-MIA
$104
9/10Tue
nonstopSouthwest
3h 05mMDW-MIA
$105
10/16Wed
1 stopDelta
6h 30mMDW-MIA
$108
9/23Mon
1 stopDelta
5h 04mMDW-MIA
$158

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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.
8/17Sat
multi-stopFrontier
7h 35mMDW-MIA
9/16Mon
multi-stopFrontier
11h 02mMIA-MDW
$208
8/17Sat
multi-stopFrontier
7h 35mMDW-MIA
8/26Mon
nonstopFrontier
3h 06mMIA-MDW
$209
8/18Sun
multi-stopSouthwest
8h 30mMDW-MIA
8/25Sun
nonstopSouthwest
3h 05mMIA-MDW
$358
8/14Wed
nonstopSouthwest
3h 05mMDW-MIA
8/20Tue
nonstopSouthwest
3h 15mMIA-MDW
$437
8/14Wed
multi-stopDelta
7h 30mMDW-MIA
8/21Wed
multi-stopDelta
4h 38mMIA-MDW
$495
8/18Sun
multi-stopDelta
5h 49mMDW-MIA
8/20Tue
multi-stopDelta
5h 44mMIA-MDW
$616
8/18Sun
multi-stop
35h 22mMDW-MIA
8/25Sun
multi-stop
28h 26mMIA-MDW
$778
8/18Sun
multi-stop
35h 22mMDW-MIA
8/25Sun
multi-stop
28h 42mMIA-MDW
$788
8/18Sun
multi-stopVolaris
17h 29mMDW-MIA
8/21Wed
multi-stopVolaris
17h 51mMIA-MDW
$1,118
8/17Sat
multi-stopVolaris
17h 29mMDW-MIA
8/20Tue
multi-stopVolaris
19h 17mMIA-MDW
$1,289

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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:

$53

Browse destinations: