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.

$71 CHEAP FLIGHTS from Florida to Chicago Midway (MDW)

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals

Cheap Flights from Florida to Midway

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

Wed, Nov 18 - Wed, Dec 9

6:31 am - 5:47 pmFLL Fort Lauderdale-MDW Chicago Midway

12h 16m1 stop Atlanta Hartsfield-Jackson

10:40 am - 11:19 pmMDW Chicago Midway-FLL Fort Lauderdale

11h 39m1 stop Dallas/Fort Worth

$150Frontier

Wed, Dec 9 - Thu, Dec 10

6:26 am - 11:33 amFLL Fort Lauderdale-MDW Chicago Midway

6h 07m1 stop Atlanta Hartsfield-Jackson

5:02 pm - 12:16 amMDW Chicago Midway-FLL Fort Lauderdale

6h 14m1 stop Atlanta Hartsfield-Jackson

$150Frontier

Sun, Dec 6 - Thu, Dec 10

3:27 pm - 5:20 pmPGD Punta Gorda-MDW Chicago Midway

2h 53mnonstop

6:10 pm - 10:02 pmMDW Chicago Midway-PGD Punta Gorda

2h 52mnonstop

$150Allegiant Air

Sat, Dec 5 - Sat, Dec 5

9:35 am - 11:50 amFLL Fort Lauderdale-MDW Chicago Midway

3h 15mnonstop

3:30 pm - 7:25 pmMDW Chicago Midway-FLL Fort Lauderdale

2h 55mnonstop

$151Southwest

Thu, Dec 3 - Mon, Dec 7

10:00 am - 5:05 pmFLL Fort Lauderdale-MDW Chicago Midway

8h 05m2 stops Austin Bergstrom Indianapolis

1:20 pm - 8:45 pmMDW Chicago Midway-FLL Fort Lauderdale

6h 25m2 stops Atlanta Hartsfield-Jackson Tampa

$151Southwest

Fri, Nov 6 - Mon, Nov 9

7:30 am - 9:48 amVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

1:08 pm - 3:19 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$154Allegiant Air

Sun, Nov 8 - Thu, Nov 12

6:00 am - 11:47 pmFLL Fort Lauderdale-MDW Chicago Midway

42h 47m2 stops Tampa Atlanta Hartsfield-Jackson

6:08 am - 12:52 pmMDW Chicago Midway-FLL Fort Lauderdale

5h 44m1 stop Atlanta Hartsfield-Jackson

$203Multiple Airlines

Fri, Nov 20 - Mon, Nov 30

11:11 pm - 8:14 amTPA Tampa-MDW Chicago Midway

34h 03m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

1:16 pm - 12:31 pmMDW Chicago Midway-TPA Tampa

22h 15m1 stop Atlanta Hartsfield-Jackson

$213Multiple Airlines

Thu, Nov 12 - Mon, Nov 16

5:35 pm - 10:54 pmFLL Fort Lauderdale-MDW Chicago Midway

6h 19m1 stop Atlanta Hartsfield-Jackson

9:30 am - 3:45 pmMDW Chicago Midway-FLL Fort Lauderdale

5h 15m1 stop Detroit Metropolitan Wayne County

$217Delta

Thu, Dec 17 - Tue, Jan 5

5:35 pm - 10:54 pmFLL Fort Lauderdale-MDW Chicago Midway

6h 19m1 stop Atlanta Hartsfield-Jackson

1:00 pm - 6:56 pmMDW Chicago Midway-FLL Fort Lauderdale

4h 56m1 stop Detroit Metropolitan Wayne County

$217Delta

Recent last minute flight deals from Florida to Midway

Wed, Oct 28 - Mon, Nov 9

5:57 pm - 11:47 pmTPA Tampa-MDW Chicago Midway

6h 50m1 stop Atlanta Hartsfield-Jackson

6:42 pm - 5:33 pmMDW Chicago Midway-TPA Tampa

21h 51m1 stop Atlanta Hartsfield-Jackson

$218Frontier

Tue, Oct 27 - Wed, Nov 11

3:15 pm - 11:47 pmFLL Fort Lauderdale-MDW Chicago Midway

9h 32m1 stop Atlanta Hartsfield-Jackson

6:08 am - 2:39 pmMDW Chicago Midway-FLL Fort Lauderdale

7h 31m1 stop Atlanta Hartsfield-Jackson

$220Frontier

Fri, Oct 30 - Tue, Nov 3

6:35 am - 8:45 amFLL Fort Lauderdale-MDW Chicago Midway

3h 10mnonstop

6:20 pm - 10:15 pmMDW Chicago Midway-FLL Fort Lauderdale

2h 55mnonstop

$237Southwest

Fri, Oct 30 - Sun, Nov 1

6:35 am - 8:45 amFLL Fort Lauderdale-MDW Chicago Midway

3h 10mnonstop

7:45 am - 1:35 pmMDW Chicago Midway-FLL Fort Lauderdale

4h 50m1 stop Raleigh-Durham

$247Southwest

Sun, Nov 1 - Tue, Nov 3

5:30 am - 10:47 amFLL Fort Lauderdale-MDW Chicago Midway

6h 17m1 stop Atlanta Hartsfield-Jackson

11:39 am - 7:39 pmMDW Chicago Midway-FLL Fort Lauderdale

7h 00m1 stop Atlanta Hartsfield-Jackson

$257Delta

Sun, Nov 1 - Tue, Nov 3

6:35 am - 10:47 amFLL Fort Lauderdale-MDW Chicago Midway

5h 12m1 stop Atlanta Hartsfield-Jackson

11:39 am - 7:39 pmMDW Chicago Midway-FLL Fort Lauderdale

7h 00m1 stop Atlanta Hartsfield-Jackson

$257Delta

Sun, Nov 1 - Sun, Nov 8

8:00 am - 9:48 amPGD Punta Gorda-MDW Chicago Midway

2h 48mnonstop

10:42 am - 2:30 pmMDW Chicago Midway-PGD Punta Gorda

2h 48mnonstop

$264Allegiant Air

Sun, Nov 1 - Thu, Nov 5

8:00 am - 9:48 amPGD Punta Gorda-MDW Chicago Midway

2h 48mnonstop

10:12 am - 2:00 pmMDW Chicago Midway-PGD Punta Gorda

2h 48mnonstop

$269Allegiant Air

Wed, Oct 28 - Wed, Nov 4

5:57 pm - 11:47 pmTPA Tampa-MDW Chicago Midway

6h 50m1 stop Atlanta Hartsfield-Jackson

6:16 am - 7:10 amMDW Chicago Midway-TPA Tampa

23h 54m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$291Multiple Airlines

Thu, Oct 29 - Sat, Oct 31

8:36 pm - 1:36 pmJAX Jacksonville-MDW Chicago Midway

18h 00m1 stop Knoxville McGhee Tyson

7:25 am - 6:28 pmMDW Chicago Midway-JAX Jacksonville

10h 03m1 stop Atlanta Hartsfield-Jackson

$297Multiple Airlines

Recent direct flight deals from Florida to Midway

Sun, Dec 6 - Thu, Dec 10

3:27 pm - 5:20 pmPGD Punta Gorda-MDW Chicago Midway

2h 53mnonstop

6:10 pm - 10:02 pmMDW Chicago Midway-PGD Punta Gorda

2h 52mnonstop

$150Allegiant Air

Sat, Dec 5 - Sat, Dec 5

9:35 am - 11:50 amFLL Fort Lauderdale-MDW Chicago Midway

3h 15mnonstop

3:30 pm - 7:25 pmMDW Chicago Midway-FLL Fort Lauderdale

2h 55mnonstop

$151Southwest

Fri, Nov 6 - Mon, Nov 9

7:30 am - 9:48 amVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 18mnonstop

1:08 pm - 3:19 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 11mnonstop

$154Allegiant Air

Fri, Nov 13 - Mon, Nov 16

8:25 pm - 10:45 pmFLL Fort Lauderdale-MDW Chicago Midway

3h 20mnonstop

6:20 pm - 10:20 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$154Southwest

Tue, Nov 24 - Mon, Nov 30

3:37 pm - 6:01 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 24mnonstop

6:51 pm - 8:56 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 05mnonstop

$158Allegiant Air

Fri, Dec 4 - Sun, Dec 6

6:50 am - 8:55 amFLL Fort Lauderdale-MDW Chicago Midway

3h 05mnonstop

7:30 pm - 11:30 pmMDW Chicago Midway-FLL Fort Lauderdale

3h 00mnonstop

$159Southwest

Tue, Nov 24 - Mon, Nov 30

3:37 pm - 6:01 pmVPS Valparaiso Destin-Ft Walton Beach-MDW Chicago Midway

2h 24mnonstop

6:51 pm - 8:56 pmMDW Chicago Midway-VPS Valparaiso Destin-Ft Walton Beach

2h 05mnonstop

$159Allegiant Air

Thu, Dec 24 - Thu, Dec 31

5:29 pm - 7:30 pmMCO Orlando-MDW Chicago Midway

3h 01mnonstop

8:35 pm - 12:25 amMDW Chicago Midway-MCO Orlando

2h 50mnonstop

$203Frontier

Sat, Nov 21 - Sat, Nov 28

5:46 pm - 7:47 pmMCO Orlando-MDW Chicago Midway

3h 01mnonstop

8:42 pm - 12:25 amMDW Chicago Midway-MCO Orlando

2h 43mnonstop

$203Frontier

Wed, Dec 30 - Mon, Jan 4

5:29 pm - 7:30 pmMCO Orlando-MDW Chicago Midway

3h 01mnonstop

8:35 pm - 12:25 amMDW Chicago Midway-MCO Orlando

2h 50mnonstop

$204Frontier

Useful Info

Low season	January
High season	July

Best time to beat the crowds but there is an average 1% increase in price.

Most popular time to fly with an average 3% increase in price.

Verified travelerFlew with Southwest-Sep 2026

Nothing much. just when it's time to check-in, try to check in at the exact 24 time limit window in order to get one of the earlier seats at the front of the plane

CindyFlew with Southwest-Mar 2024

Don’t check a bag. Chicago takes forever to get your baggage.

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

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

More options for your flight to Midway

Add a hotel or car rental

Airports

Cabin class

Direct Flights

Origins

Other airports

Other destinations

Return flight

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

Car rentals in Chicago

MDW

$71 Find Cheap Flights from Florida to Chicago Midway Airport - Compare and Save

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

Low season

High season

Flights from Florida to Midway: the best tips from KAYAK users

FAQs for booking Florida to Chicago Midway Airport flights

Traveling to a place near Midway?

More options for your flight to Midway

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

Information on your arrival and departure airports

Cabin class types available on flights to Midway

Find direct flights for Midway

Flights from domestic origins to Florida

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight