MIA - MDW

$66 Find Cheap Flights from Miami to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Miami to Midway departing on 3/26. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Miami to Chicago, 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 Miami to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$104
Overall average: $164
Frontier
Wed 3/25Mon 3/30
MIA - MDW • Non-stop
Cheapest one-way
$54
Typical prices: $129-$289
Frontier
Thu 3/26
MIA - MDW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest's two free checked bags reduce luggage costs.
Expect long security lines at Miami during peak times.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
Every day
You can fly direct with Southwest and Frontier. Average duration is 3h 17m
Direct flights
Direct flights
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Direct flights
Direct flights
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Avoid delays
Most punctual • 82% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $292 (round-trip)
Shortest trip • 5h 05m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 42% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Miami to Midway (MIA-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Miami to Midway 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Miami to Midway

Wed, Mar 25 - Mon, Mar 30
Frontier Logo
3:25 pm - 5:48 pm
MIA
-
MDW
3h 23mnonstop
Frontier Logo
9:42 pm - 1:50 am
MDW
-
MIA
3h 08mnonstop
$104Frontier
Sat, Mar 21 - Wed, Mar 25
Frontier Logo
11:13 am - 1:41 pm
MIA
-
MDW
3h 28mnonstop
Frontier Logo
6:48 pm - 10:56 pm
MDW
-
MIA
3h 08mnonstop
$123Frontier
Fri, Mar 20 - Wed, Mar 25
Frontier Logo
11:13 am - 1:41 pm
MIA
-
MDW
3h 28mnonstop
Frontier Logo
6:48 pm - 10:56 pm
MDW
-
MIA
3h 08mnonstop
$124Frontier
Wed, Apr 15 - Wed, Apr 22
Frontier Logo
1:10 pm - 10:14 pm
MIA
-
MDW
10h 04m
1 stop
Frontier Logo
2:15 pm - 12:49 am
MDW
-
MIA
9h 34m
1 stop
$136Frontier
Fri, Mar 27 - Mon, Mar 30
Frontier Logo
11:13 am - 1:41 pm
MIA
-
MDW
3h 28mnonstop
Frontier Logo
6:00 am - 10:13 am
MDW
-
MIA
3h 13mnonstop
$139Frontier
Mon, Mar 23 - Mon, Mar 30
Frontier Logo
11:13 am - 1:41 pm
MIA
-
MDW
3h 28mnonstop
Frontier Logo
9:42 pm - 1:50 am
MDW
-
MIA
3h 08mnonstop
$140Frontier
Tue, Apr 14 - Tue, Apr 21
Multiple Airlines Logo
3:12 pm - 10:14 pm
MIA
-
MDW
8h 02m
1 stop
Multiple Airlines Logo
2:15 pm - 12:49 am
MDW
-
MIA
9h 34m
1 stop
$141Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
5:49 pm - 1:00 pm
MIA
-
MDW
20h 11m
1 stop
Multiple Airlines Logo
2:15 pm - 12:49 am
MDW
-
MIA
9h 34m
1 stop
$142Multiple Airlines
Wed, Mar 25 - Tue, Mar 31
Frontier Logo
3:25 pm - 5:48 pm
MIA
-
MDW
3h 23mnonstop
Frontier Logo
6:00 am - 5:53 pm
MDW
-
MIA
10h 53m
1 stop
$144Frontier
Wed, Apr 15 - Sat, Apr 18
Frontier Logo
1:10 pm - 7:31 pm
MIA
-
MDW
7h 21m
1 stop
Frontier Logo
7:34 pm - 10:12 am
MDW
-
MIA
13h 38m
1 stop
$145Frontier
Booking Insights

KAYAK's insights & trends for Miami to Midway flights

Get data-powered insights and trends into flights from Miami to Midway 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 Miami to Chicago Midway Airport?

The average price of all round-trip flights from Miami to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

For Miami to Chicago Midway Airport, Thursday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago Midway Airport back to Miami, the best deals are generally found on Sunday, with Friday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Miami to Chicago Midway Airport, 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 Miami to Chicago Midway Airport is January, where tickets cost $128 (return) on average. On the other hand, the most expensive months are June and August, where the average cost of round-trip tickets is $377 and $307 respectively.

Can I save money by flying with a layover from Miami to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $216, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight from Miami to Midway

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Stefanie Waldek

Stefanie Waldek

Expert on Frontier, MDW and MIA

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low seasonJanuary
Cheapest flight$54
Best time to beat the crowds with an average 42% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Miami to Chicago Midway Airport

When to book flights from Miami to Midway

Are your dates flexible? Find out the best times to travel from Miami to Midway 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 Miami to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Miami to Chicago Midway Airport was $54 for a one-way ticket and $104 for a round-trip.

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

    A passport is not required to fly from Miami to Chicago Midway Airport.

  • Which airports will I be using when flying from Miami to Chicago Midway Airport?

    When flying out of Miami you will be using Miami. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

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

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

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

    The Boeing 737-800 is the aircraft model that flies most regularly on the Miami to Chicago Midway Airport flight route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Miami to Chicago are Southwest and Frontier. With an average price for the route of $305 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $130 and an overall rating of 5.7.

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

    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 Miami to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Miami 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 Miami to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Miami with another airline. Booking your flights between Miami and MDW 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 Miami to Chicago Midway Airport?

    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 Chicago Midway Airport from Miami up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $129 or less one-way and $188 or less round-trip.

Prefer to fly direct from Miami to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Miami to Chicago Midway.
Find which airlines fly direct from Miami Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Miami to Chicago Midway

Monday

Frontier,Southwest

Frontier,Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Frontier,Southwest

Frontier,Southwest

Saturday

Frontier,Southwest

Frontier,Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Miami

Monday

Frontier,Southwest

Frontier,Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Frontier,Southwest

Frontier,Southwest

Saturday

Frontier,Southwest

Frontier,Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airlines flying from Miami to Midway

 
See real verified KAYAK customer reviews for airlines flying from Miami to Chicago. 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 Miami to Midway? 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
SouthwestOverall score based on 4320 reviews
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

An entire day of delays. Cost lots of money. Meals and a hotel.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

The seats were comfortable, and the boarding process was pretty smooth.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Everything you need to know for your flight from Miami to Midway

Information on your arrival and departure airports