MIA - MDW

$90 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 7/2. 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

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
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Flights Deals

Cheap Flights from Miami to Midway

 
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.

Recent round-trip flight deals from Miami to Midway

KAYAK's recommended round-trip deals from the most popular airlines that fly from Miami to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
Southwest Logo
6:30 am - 8:40 amMIA-MDW
3h 10mnonstop
Southwest Logo
7:10 pm - 11:10 pmMDW-MIA
3h 00mnonstop
$179Southwest
Find Deal
Wed, Jul 2 - Sat, Jul 5
Southwest Logo
7:00 am - 9:10 amMIA-MDW
3h 10mnonstop
Southwest Logo
5:10 pm - 9:05 pmMDW-MIA
2h 55mnonstop
$197Southwest
Find Deal
Fri, May 30 - Tue, Jun 3
Southwest Logo
6:45 am - 8:55 amMIA-MDW
3h 10mnonstop
Southwest Logo
6:00 am - 3:40 pmMDW-MIA
8h 40m2 stops
$203Southwest
Find Deal
Fri, Jun 27 - Tue, Jul 1
Frontier Logo
7:24 pm - 7:43 pmMIA-MDW
25h 19m1 stop
Frontier Logo
7:05 am - 8:05 amMDW-MIA
24h 00m1 stop
$205Frontier
Find Deal
Thu, May 29 - Mon, Jun 2
Frontier Logo
3:55 pm - 11:39 pmMIA-MDW
8h 44m1 stop
Frontier Logo
6:15 am - 11:31 pmMDW-MIA
16h 16m1 stop
$211Frontier
Find Deal
Thu, May 15 - Mon, May 19
Frontier Logo
7:24 pm - 7:43 pmMIA-MDW
25h 19m1 stop
Frontier Logo
3:25 pm - 8:35 pmMDW-MIA
28h 10m1 stop
$214Frontier
Find Deal
Thu, May 29 - Thu, Jun 5
Frontier Logo
7:24 pm - 7:43 pmMIA-MDW
25h 19m1 stop
Frontier Logo
4:54 pm - 8:05 amMDW-MIA
14h 11m1 stop
$216Frontier
Find Deal
Thu, May 29 - Tue, Jun 3
Delta Logo
5:30 am - 9:41 amMIA-MDW
5h 11m1 stop
Delta Logo
12:44 pm - 9:16 pmMDW-MIA
7h 32m1 stop
$217Delta
Find Deal
Sat, Jun 14 - Tue, Jun 17
Delta Logo
7:00 am - 11:53 amMIA-MDW
5h 53m1 stop
Delta Logo
4:15 pm - 12:37 amMDW-MIA
7h 22m1 stop
$218Delta
Find Deal
Wed, May 21 - Sat, May 24
Delta Logo
6:00 am - 11:55 amMIA-MDW
6h 55m1 stop
Delta Logo
6:00 am - 12:59 pmMDW-MIA
5h 59m1 stop
$228Delta
Find Deal
Tue, Aug 12 - Tue, Aug 26
Expert advice

Expert advice for your flight from Miami to Midway

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Frontier

Frontier's Economy Bundle includes a carry-on and seat choice, ideal for budget travelers.


Consider Premium Bundle for priority boarding and extra legroom at a small additional cost.

Read more about Frontierby Stefanie Waldek
Southwest

Southwest offers two free checked bags, saving costs for travelers with luggage.


Use EarlyBird Check-In for a better boarding position, avoiding middle seats.

Read more about Southwestby Blane Bachelor
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier

Stefanie Waldek

Stefanie Waldek

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.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

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.

Read more
Useful Info

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 Wednesday, with Saturday 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 June, where tickets cost $83 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $279 and $216 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Miami to Chicago Midway Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonMarch
High seasonJune
Cheapest flight$90
Best time to beat the crowds but there is an average 66% increase in price.
Most popular time to fly and prices are also 51% 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 $90 for a one-way ticket and $179 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, Delta, Alaska Airlines, and JetBlue 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 Airbus A320neo 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 $340 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 $134 and an overall rating of 5.9.

  • 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 $154 or less one-way and $197 or less round-trip.

Prefer to fly direct from Miami to Chicago Midway Airport?

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

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Miami

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

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 4294 reviews
7.6Entertainment
7.1Food
8.6Crew
8.0Comfort
8.2Boarding
Airline reviews

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

6.0 GoodJennifer, Apr 2025FLL - RDU
Read more Southwest reviews

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Easy to book and to get check in and get on and off.

Everything worked well. Crew was as entertaining as is possible on a plane flight. Southwest still has good legroom:

I like that it was on time and the staff was friendly.

Glad flight made it out. So many delays due to hurricane. everyone did a great job.

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

They switched my flight to Spirit, Never using Kayak again,

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

Asked for a seat change to be w my wife at the gate they were great in sorting it out to make it happen

They cancelled the flight and did nothing. I should be compensated for my uber rides to and from airport. Not a good service by frontier or kayak.

The worst service , the agents from the counter are really bad . Poor customer service . They didnt help me to get in the flight . I was on line when they close the flight without telling and I couldn’t board the plane . I will like to get my money back ey back because it was their fault. Really bad management , bad manners, bad additud

The check in process was a mess for no reason. I spent an hour waiting in line trying to get them to print my boarding pass and as a result I missed my flight.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

The seats were extremely hard and uncomfortable. It was disappointing even for a budget airline.

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

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