Cheap flights from Midway (MDW) to Florida (FL)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Midway (MDW) to Florida

All the information you need to plan the best MDW to MIA flight in 2021: compare Midway to Florida flight prices with the expected peak season, weather and rainfall in Florida.
When is the cheapest time to fly from Chicago Midway Airport to Florida (MDW - FL)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Florida as you normally would.

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

August can be a great time to fly to Florida from Chicago Midway Airport with a flight ticket averaging about $179. Cheapflights users have found deals in the month of August for as cheap as $48. The most expensive prices can be found in the month of December.

Cheap flights from Midway to Florida in October, November 2021

The best prices found for MDW to Florida flights for October, November
13 Nov - 16 Nov
$151pp
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
13 Nov - 20 Nov
$151pp
MDW
Chicago Midway
Delta
 
1 STOP
TPA
Tampa
TPA
Tampa
Delta
 
1 STOP
MDW
Chicago Midway
17 Nov - 25 Nov
$163pp
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway

Chicago Midway to Florida 2021 flight deals

Cheap flights to Florida from Midway found for this year
13 Nov - 16 Nov
$151pp
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
13 Nov - 20 Nov
$151pp
MDW
Chicago Midway
Delta
 
1 STOP
TPA
Tampa
TPA
Tampa
Delta
 
1 STOP
MDW
Chicago Midway
11 Dec - 4 Jan
$163pp
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway

Last minute flights from Midway to Florida

Late deals on round-trip flights to Florida from Midway, departing today and this week
25 Oct - 29 Oct
$175pp
MDW
Chicago Midway
Delta
 
1 STOP
TPA
Tampa
TPA
Tampa
Delta
 
1 STOP
MDW
Chicago Midway
26 Oct - 3 Nov
$175pp
MDW
Chicago Midway
Delta
 
1 STOP
MCO
Orlando
MCO
Orlando
Delta
 
1 STOP
MDW
Chicago Midway
23 Oct - 30 Oct
$183pp
MDW
Chicago Midway
Delta
 
1 STOP
MIA
Miami
MIA
Miami
Delta
 
1 STOP
MDW
Chicago Midway

One-way flights to Florida from Chicago Midway

The cheapest one-way flights from Midway to Florida
12:31 pm - 7:55 pm
Delta
1 Stop
6h 24m
MDW - TPA
Delta
$98
Delta
5:51 am - 11:09 am
Allegiant Air
1 Stop
4h 18m
MDW - SRQ
Allegiant Air
$101
Kiwi.com
6:51 am - 7:29 pm
Multiple Airlines
2 Stops
35h 38m
MDW - MCO
Multiple Airlines
$103
Gotogate

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Midway</span> to <span class="emphasized">Florida</span> flights.

Flight FAQs

From Midway to Florida

Which airlines flying from Chicago Midway to Florida have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like Delta, United Airlines, and Spirit Airlines flying from Chicago Midway to Florida have implemented new flexible cancellation policies.

Can I find flights from Chicago Midway Airport to Florida for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago Midway Airport to Florida for under $200. The cheapest flight booked recently is on Delta for just $151, but on average you can expect to pay $173.

Are there last-minute flights available from Chicago Midway Airport to Florida for under $200?

There are currently 20+ open flights from Chicago Midway Airport to Florida within the next 7 days for less than $200.

What are the cheapest flights from Chicago Midway Airport to Florida?

On average you can expect to pay $419 for a flight from Chicago Midway Airport to Florida. The cheapest flight overall is $82 while the most popular route, (Chicago Midway - Miami) is currently priced at $171.

What are the most popular airlines that fly from Chicago Midway Airport to Florida?

American Airlines, Delta and Frontier are the most popular airlines when flying from Chicago Midway Airport to Florida.

What are the most popular routes from Chicago Midway Airport to Florida?

When deciding which route to take from Chicago Midway Airport to Florida consider Chicago Midway - Miami, Chicago Midway - Orlando or Chicago Midway - Fort Lauderdale as they are the most popular.

COVID Restrictions

View COVID Travel Restrictions for Florida (FL)

Do I need a COVID test to fly to Florida from Midway?

Information is based on travel restrictions for travel to Florida within the United States

Most visitors from Chicago Midway need to provide a negative COVID-19 test result and/or quarantine to enter Florida.

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Florida.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering Florida.

Do I need a test to fly back to Midway from Florida?

Returning to Chicago Midway from Florida

COVID-19 testing requirements
Visitors from Florida must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from Florida are not required to quarantine after entering Chicago Midway.

Hide COVID Travel Restrictions for Florida (FL)

Destination points for flights from Midway to Florida

Select to see more specific information for flights from Midway to all places in Florida.

Destination information for Florida

Things to know before you go - useful duration and weather info for your trip from Midway to Florida.

Airports servicing Chicago

Airports servicing

Destin (DSI)
Key West (EYW)
Fort Lauderdale (FLL)
Gainesville (GNV)
Jacksonville (JAX)

Top 6 airlines flying from Chicago Midway to Florida

The chart below displays the airlines Cheapflights users traveling from Midway to Florida choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Spirit Airlines
$64 $221 No cancel fee 65%
Frontier
$70 $204 No cancel fee 62%
American Airlines
$71 $285 No cancel fee 71%
United Airlines
$109 $328 No cancel fee 69%
Delta
$174 $389 No cancel fee N/A
Southwest
$292 $402 No cancel fee 63%
Home North America USA Florida Cheap flights from Midway to Florida