MDW - MIA

$112 Find Cheap Flights from Chicago Midway Airport to Miami - Compare and Save

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Everything you should know

Cheapest round-trip
$227
Typical prices: $160-$382
Frontier
Sat 2/24Sat 3/3
MDW - MIA • 1 stop
Cheapest non-stop
$377
Typical prices: $157-$378
Southwest
Wed 12/5Fri 12/21
MDW - MIA • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 3h 06m
Direct flights
+1
Direct flights
+1
Avoid delays
Southwest
Most punctual • 83% on-time
Night
Best time • Fewest delays
Insights
Insights
When to book
10 weeks
in advance
Our data shows that travelers who book at least 10 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
When to travel
February
Cheapest • 43% price drop
March
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Dallas/Fort Worth (DFW)
Cheapest • Avg $251 (round-trip)
Orlando (MCO)
Shortest trip • 4h 44m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Midway to Miami (MDW-MIA)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Miami

Tue, Dec 1 - Sat, Dec 5
Frontier Logo
12:28 pm - 2:34 pmMDW  Chicago Midway-MIA Miami
25h 06m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:10 am - 11:33 amMIA  Miami-MDW Chicago Midway
5h 23m1 stop Atlanta Hartsfield-Jackson
$218Frontier
Sat, Dec 5 - Sat, Dec 12
Frontier Logo
12:28 pm - 8:03 pmMDW  Chicago Midway-MIA Miami
6h 35m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:10 am - 11:33 amMIA  Miami-MDW Chicago Midway
5h 23m1 stop Atlanta Hartsfield-Jackson
$225Frontier
Wed, Feb 24 - Wed, Mar 3
Frontier Logo
1:18 pm - 11:31 pmMDW  Chicago Midway-MIA Miami
9h 13m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:05 pm - 11:46 pmMIA  Miami-MDW Chicago Midway
6h 41m1 stop Atlanta Hartsfield-Jackson
$227Frontier
Tue, Dec 1 - Sat, Dec 5
Southwest Logo
1:25 pm - 5:25 pmMDW  Chicago Midway-MIA Miami
3h 00mnonstop
Southwest Logo
3:45 pm - 7:35 pmMIA  Miami-MDW Chicago Midway
4h 50m1 stop Nashville Intl
$253Southwest
Tue, Dec 8 - Sat, Dec 12
Southwest Logo
1:25 pm - 5:25 pmMDW  Chicago Midway-MIA Miami
3h 00mnonstop
Southwest Logo
7:00 am - 4:30 pmMIA  Miami-MDW Chicago Midway
10h 30m1 stop Baltimore/Washington
$259Southwest
Tue, Dec 8 - Sat, Dec 12
Southwest Logo
1:25 pm - 5:25 pmMDW  Chicago Midway-MIA Miami
3h 00mnonstop
Southwest Logo
6:20 am - 2:30 pmMIA  Miami-MDW Chicago Midway
9h 10m2 stops Dallas Love Field Omaha Eppley Airfield
$259Southwest
Sat, Nov 7 - Sat, Nov 14
Delta Logo
4:19 pm - 12:53 amMDW  Chicago Midway-MIA Miami
7h 34m1 stop Atlanta Hartsfield-Jackson
Delta Logo
8:00 am - 12:51 pmMIA  Miami-MDW Chicago Midway
5h 51m1 stop Detroit Metropolitan Wayne County
$291Delta
Fri, Jan 1 - Sat, Jan 9
Delta Logo
6:00 am - 3:02 pmMDW  Chicago Midway-MIA Miami
8h 02m1 stop Atlanta Hartsfield-Jackson
Delta Logo
8:00 am - 12:33 pmMIA  Miami-MDW Chicago Midway
5h 33m1 stop Detroit Metropolitan Wayne County
$359Delta
Sat, Oct 24 - Sat, Oct 31
Delta Logo
12:27 pm - 11:07 pmMDW  Chicago Midway-MIA Miami
9h 40m1 stop Minneapolis St Paul
Delta Logo
6:00 am - 4:47 pmMIA  Miami-MDW Chicago Midway
11h 47m1 stop Minneapolis St Paul
$365Delta
Fri, Oct 9 - Sun, Oct 11
Multiple Airlines Logo
8:23 pm - 3:16 pmMDW  Chicago Midway-MIA Miami
17h 53m2 stops Guadalajara Miguel Hidal Mexico City Benito Juarez
Multiple Airlines Logo
4:30 pm - 11:43 pmMIA  Miami-MDW Chicago Midway
8h 13m1 stop Atlanta Hartsfield-Jackson
$732Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Miami flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago Midway Airport to Miami with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Miami?

Round-trip flights from Chicago Midway Airport to Miami start at $227. Prices are typical for this route right now, with typical round-trip fares ranging from $160 to $382. The lowest price found in the past 5 days was $227 on Frontier.

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

Thursday is the cheapest day of the week to fly from Chicago Midway Airport to Miami, it is 22% cheaper than the average day. Saturday is the most expensive day with flight prices 15% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•February is the cheapest month to fly from Chicago Midway Airport to Miami at $149 round-trip.
•July ($395) and May ($337) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 165% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago Midway Airport to Miami the cheapest?

Flights from Chicago Midway Airport to Miami are cheapest 10 weeks before departure. Booking in this window typically costs about 31% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Expert advice

Expert advice for your flight from Midway to Miami

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
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.

Read more
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.

Read more

Key details for Chicago Midway Airport to Miami flights

Low season

September

Cheapest flight

$112
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 4% 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

Your Chicago Midway Airport to Miami flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What are the earliest and latest flights from Chicago Midway Airport to Miami?

    These are the earliest and latest flight times available from Chicago Midway Airport to Miami:

    • Earliest: departs at 7:35 am and lands at 10:41 am
    • Latest: departs at 8:30 pm and lands at 11:36 pm.

    The flight takes about 3h 06m.

  • What cabin classes can I book on flights from Chicago Midway Airport to Miami?

    Only Economy Class is available on flights from Chicago Midway Airport to Miami.

  • How long is a flight from Chicago Midway Airport to Miami?

    A nonstop flight from Chicago Midway Airport to Miami takes 3h 06m, covering 1,183 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago Midway Airport to Miami flight?

    Round-trip flights from Chicago Midway Airport to Miami range from $160 to $382, with an average of $261 over the past 12 months. Anything below $160 counts as a good deal.

  • How expensive are last-minute Chicago Midway Airport to Miami flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 10% above the route average of $261. Book 10 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago Midway Airport to Miami?

    On this route, nonstop and layover fares are close on average, with nonstop at $259 round-trip and layover options via Dallas/Fort Worth (DFW) at $251.

  • What is the standard checked-bag allowance on flights from Chicago Midway Airport to Miami?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago Midway Airport to Miami?

    The Airbus A321 (sharklets) family is used most often on this route, operated mainly by Spirit Airlines. Other aircraft seen on the route include Airbus A321neo variants.

  • How are flight departures from Chicago Midway Airport to Miami spread across the day?

    Morning is the busiest departure period on Chicago Midway Airport to Miami flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Chicago Midway Airport to Miami changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $227 to $1,741. That means the highest observed fare was about 8x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Miami looking right now?

    One-way fares from Chicago Midway Airport to Miami are currently higher than usual. Average one-way flight prices are about $178, which is 15% above the typical average for this route.

  • What car rental options are available at Miami Airport (MIA)?

    Miami Airport (MIA) hosts 5 major car rental companies, with daily rates starting from around $1 for economy cars. Top options include:
    • Boutique Rent a Car
    • Budget
    • Dollar
    • Alamo
    • Hertz

  • Which airports can I use when flying from Chicago Midway Airport to Miami?

    Flights from Chicago Midway Airport to Miami usually depart from Chicago Midway (MDW) and arrive at Miami (MIA).

  • How do delay rates compare for morning and evening flights from Chicago Midway Airport to Miami?

    Night flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • At what point is a flight considered delayed from Chicago Midway Airport to Miami?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago Midway Airport to Miami route, 18% of flights were delayed in the past 3 months, with delays averaging 2 hours 34 minutes.

  • Which airports do connecting flights from Chicago Midway Airport to Miami pass through?

    One-stop flights from Chicago Midway Airport to Miami most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 89% of one-stop connections
    • Lambert-St Louis (STL) - 3% of one-stop connections
    • Nashville Intl (BNA) - 2% of one-stop connections
    • Dallas Love Field (DAL) - 2% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Miami?

    Yes. Being flexible with your travel dates can save you up to 33% on the Chicago Midway Airport to Miami route. Thursday is the cheapest departure day at $205 round-trip on average, while Saturday is the most expensive at $302, a difference of $97. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines are available from Chicago Midway Airport to Miami?

    Only Southwest operates flights between Chicago Midway Airport and Miami.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Miami?

    Flying via Orlando (MCO) gives the shortest average 1-stop total travel time at 4h 44m, compared with 4h 51m via Lambert-St Louis (STL) and 5h 31m via Nashville Intl (BNA).

  • What is the time difference between Chicago Midway Airport and Miami?

    Miami is 1 hour ahead of Chicago Midway Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Miami?

    Some of the most popular sights in Miami are Kaseya Center, Bayside Marketplace and Bayfront Park. These are among the most viewed places in Miami on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago Midway Airport to Miami flights?

    Among airlines operating Chicago Midway Airport to Miami flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago Midway Airport to Miami flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

Your guide to booking Chicago Midway Airport to Miami flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Thursday departure instead of Saturday. On this route, Thursday flights average $205 - about $97 less than Saturday (32% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 10 weeks before you fly. On this route, that window historically saves about 31% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago Midway Airport to Miami trip for February. Fares historically average $149 round-trip in that month - typically $246 less than the most expensive month, which is July (based on the last 12 months).
  • If arriving on time is high on your priority list, Southwest is the strongest pick on this route. 83% of Southwest flights from Chicago Midway Airport to Miami arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 82%. When flights on this route do arrive late, the average delay is 2 hours 34 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through Dallas/Fort Worth Airport (DFW) can be cheaper than flying direct. The cheapest layover option averages $251 round-trip on this route - about $8 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Miami Airport.
    - Red Roof PLUS+ Miami Airport
    - Pullman Miami Airport
    - Hilton Miami Airport Blue Lagoon

Prefer to fly direct 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.

Direct departures

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

Direct returns

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

More options for your flight from Midway to Miami

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