How does KAYAK find such low prices on flights from Florida 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 Florida to Chicago Midway Airport. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida 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 Florida is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Florida 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 Florida with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida 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 Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$51 CHEAP FLIGHTS from Florida to Chicago Midway (MDW)

MDW

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

...and more

Travelers love KAYAK

41.299.237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$72

Overall average: $224

Frontier

Thu 2/12Sun 2/15

MIA - MDW • Non-stop

Cheapest one-way

$51

Typical prices: $102-$261

Frontier

Sat 2/14

MCO - MDW • Non-stop

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

Cheap Flights from Florida to Midway

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Florida 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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Florida to Midway

Thu, Feb 12 - Sun, Feb 15

11:28 am - 1:56 pm

MIA

MDW

3h 28mnonstop

6:15 am - 10:28 am

MDW

MIA

3h 13mnonstop

$72Frontier

Sat, Feb 28 - Mon, Mar 2

12:49 pm - 2:55 pm

MCO

MDW

3h 06mnonstop

9:22 pm - 1:09 am

MDW

MCO

2h 47mnonstop

$99Frontier

Wed, Feb 11 - Sun, Feb 15

12:10 pm - 7:07 pm

MIA

MDW

7h 57m

1 stop

6:15 am - 10:28 am

MDW

MIA

3h 13mnonstop

$100Frontier

Fri, Feb 6 - Sun, Feb 8

5:49 pm - 7:52 pm

MCO

MDW

3h 03mnonstop

1:00 pm - 4:49 pm

MDW

MCO

2h 49mnonstop

$101Frontier

Mon, Feb 23 - Fri, Feb 27

6:07 pm - 10:29 pm

FLL

MDW

5h 22m

1 stop

7:53 pm - 8:08 am

MDW

FLL

11h 15m

1 stop

$137Multiple Airlines

Tue, Feb 10 - Thu, Feb 12

12:22 pm - 7:07 pm

FLL

MDW

7h 45m

1 stop

6:25 am - 12:44 am

MDW

FLL

17h 19m

1 stop

$150Multiple Airlines

Sat, Feb 14 - Sat, Feb 21

5:00 am - 7:00 am

RSW

MDW

3h 00mnonstop

6:00 pm - 9:45 pm

MDW

RSW

2h 45mnonstop

$177Southwest

Thu, Feb 26 - Sun, Mar 1

6:35 am - 8:35 am

RSW

MDW

3h 00mnonstop

8:35 pm - 12:20 am

MDW

RSW

2h 45mnonstop

$179Southwest

Thu, Mar 5 - Tue, Mar 10

1:37 pm - 5:45 pm

PNS

MDW

4h 08m

1 stop

6:00 am - 10:06 am

MDW

PNS

4h 06m

1 stop

$227Delta

Fri, Feb 13 - Fri, Feb 20

4:04 pm - 10:31 pm

ECP

MDW

6h 27m

1 stop

6:40 pm - 10:39 pm

MDW

ECP

3h 59m

1 stop

$227Delta

Useful Info

Low season	January
High season	July
Cheapest flight	$51

Best time to beat the crowds but there is an average 4% increase in price.

Most popular time to fly with an average 2% increase in price.

Flight from Orlando to Chicago Midway Airport

How does KAYAK find such low prices on flights from Florida 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 Florida to Chicago Midway Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida 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 Florida 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 Florida 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 Florida with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida 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 Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Schererville

Munster

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Midway

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Complete your trip

Direct Flights

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Origins

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Return flight deals

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

MDW

$51 Find Cheap Flights from Florida to Chicago Midway Airport

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

Everything you should know

Cheap Flights from Florida to Midway

Recent round-trip flight deals from Florida to Midway

Recent one-way flight deals from Florida to Midway

Recent last minute flight deals from Florida to Midway

Recent direct flight deals from Florida to Midway

Good to know

FAQs for booking Florida to Chicago Midway Airport flights

How does KAYAK find such low prices on flights from Florida 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 Florida to Chicago Midway Airport.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Florida 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 Florida 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 Florida 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 Florida with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Florida 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 Florida up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Midway?

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Cabin class types available on flights to Midway

Complete your trip to Midway with a hotel stay or car rental

Find direct flights for Midway

Flights to other popular destinations

Flights from domestic origins to Florida

Choose which airport to fly into in Chicago

Find deals for your return flight