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Cheap flights from Chicago Midway Airport to Florence from $411

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Florence departing on 9/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Florence

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:29 am - 2:25 pm
MDW
-
FLR
21h 56m
2 stops
Delta Logo
6:30 am - 4:39 pm
FLR
-
MDW
17h 09m
2 stops
$847Delta
Wed, Oct 14 - Tue, Oct 20
Delta Logo
1:28 pm - 11:30 am
MDW
-
FLR
15h 02m
2 stops
Delta Logo
6:30 am - 4:39 pm
FLR
-
MDW
17h 09m
2 stops
$848Delta
Tue, Oct 13 - Wed, Oct 21
Delta Logo
6:45 pm - 5:15 pm
MDW
-
FLR
39h 30m
2 stops
Delta Logo
12:40 pm - 6:05 pm
FLR
-
MDW
36h 25m
2 stops
$853Delta
Sat, Oct 17 - Wed, Oct 21
Delta Logo
6:45 pm - 11:30 am
MDW
-
FLR
33h 45m
2 stops
Delta Logo
12:15 pm - 10:25 pm
FLR
-
MDW
17h 10m
2 stops
$860Delta
Sat, Oct 17 - Tue, Oct 20
Delta Logo
1:25 pm - 2:25 pm
MDW
-
FLR
18h 00m
2 stops
Delta Logo
6:30 am - 6:01 pm
FLR
-
MDW
18h 31m
2 stops
$864Delta
Fri, Aug 14 - Fri, Aug 21
Delta Logo
1:28 pm - 2:25 pm
MDW
-
FLR
17h 57m
2 stops
Delta Logo
12:40 pm - 6:05 pm
FLR
-
MDW
36h 25m
2 stops
$892Delta
Tue, Oct 13 - Wed, Oct 21
Delta Logo
1:28 pm - 11:30 am
MDW
-
FLR
15h 02m
2 stops
Delta Logo
6:30 am - 4:39 pm
FLR
-
MDW
17h 09m
2 stops
$893Delta
Tue, Oct 13 - Wed, Oct 21
Delta Logo
1:28 pm - 11:30 am
MDW
-
FLR
15h 02m
2 stops
Delta Logo
6:30 am - 4:39 pm
FLR
-
MDW
17h 09m
2 stops
$897Delta
Thu, Oct 15 - Tue, Oct 20
Delta Logo
6:45 pm - 11:30 am
MDW
-
FLR
33h 45m
2 stops
Delta Logo
12:40 pm - 6:05 pm
FLR
-
MDW
36h 25m
2 stops
$898Delta
Mon, Oct 12 - Wed, Oct 21
Delta Logo
1:00 pm - 7:40 pm
MDW
-
FLR
23h 40m
2 stops
Delta Logo
12:15 pm - 10:25 pm
FLR
-
MDW
17h 10m
2 stops
$899Delta
Tue, Oct 13 - Tue, Oct 20

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Delta flights from Chicago Midway Airport to Florence

Our best Delta deals on Chicago Midway Airport to Florence flight tickets
Delta
Nov 12
MDW10:35 amChicago Midway
15h 25m
2 stops
FLR9:00 amFlorence Peretola
Dec 10
FLR6:40 amFlorence Peretola
18h 57m
2 stops
MDW6:37 pmChicago Midway
$830
Delta
Oct 14
MDW9:29 amChicago Midway
21h 56m
2 stops
FLR2:25 pmFlorence Peretola
Oct 20
FLR6:30 amFlorence Peretola
17h 09m
2 stops
MDW4:39 pmChicago Midway
$847
Delta
Oct 18
MDW1:28 pmChicago Midway
17h 57m
2 stops
FLR2:25 pmFlorence Peretola
Oct 23
FLR6:30 amFlorence Peretola
18h 35m
2 stops
MDW6:05 pmChicago Midway
$848

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Florence that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 20, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Florence that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 10/14

9:29 am-2:25 pm

2 stops21h 56m

Florence Peretola

Tue 10/20

6:30 am-4:39 pm

2 stops17h 09m

$847
Quickest round-trip

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 10/13

1:28 pm-11:30 am

2 stops15h 02m

Florence Peretola

Wed 10/21

6:30 am-4:39 pm

2 stops17h 09m

$848

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 10/17

6:45 pm-5:15 pm

2 stops39h 30m

Florence Peretola

Wed 10/21

12:40 pm-6:05 pm

2 stops36h 25m

$853

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 10/17

6:45 pm-11:30 am

2 stops33h 45m

Florence Peretola

Tue 10/20

12:15 pm-10:25 pm

2 stops17h 10m

$860

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 8/14

1:25 pm-2:25 pm

2 stops18h 00m

Florence Peretola

Fri 8/21

6:30 am-6:01 pm

2 stops18h 31m

$864

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 10/13

1:28 pm-2:25 pm

2 stops17h 57m

Florence Peretola

Wed 10/21

12:40 pm-6:05 pm

2 stops36h 25m

$892

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 10/13

1:28 pm-11:30 am

2 stops15h 02m

Florence Peretola

Wed 10/21

6:30 am-4:39 pm

2 stops17h 09m

$893

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 10/15

1:28 pm-11:30 am

2 stops15h 02m

Florence Peretola

Tue 10/20

6:30 am-4:39 pm

2 stops17h 09m

$897

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 10/12

6:45 pm-11:30 am

2 stops33h 45m

Florence Peretola

Wed 10/21

12:40 pm-6:05 pm

2 stops36h 25m

$898

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 10/13

1:00 pm-7:40 pm

2 stops23h 40m

Florence Peretola

Tue 10/20

12:15 pm-10:25 pm

2 stops17h 10m

$899

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Florence from

How to get the cheapest flight ticket from Chicago Midway Airport to Florence

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Florence Peretola?

Delta is the most popular carrier operating from Chicago Midway to Florence Peretola

When to book flights from Chicago Midway Airport to Florence

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Florence according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Florence (MDW to FLR) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Florence

Fastest flight time

14h 15m

Direct flights

None
The fastest flight from Chicago Midway Airport to Florence takes 14h 15m
There are no direct flights from Chicago Midway Airport to Florence. There are no popular flight routes from Chicago Midway Airport to Florence.
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Frequently asked questions about flying from Chicago Midway Airport to Florence

  • How far is Chicago Midway to Florence Peretola by plane?

    The straight-line distance from Chicago Midway to Florence Peretola is 4685.9 mi. 14h 15m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago Midway Airport to Florence Peretola Airport?

    Prices for flights from Chicago Midway Airport to Florence Peretola Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Florence Peretola Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Florence Peretola Airport.

  • What documentation or ID do you need to fly to Florence Peretola Airport?

    The required travel and health documents for your Florence Peretola Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Florence Peretola Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Florence?

Book flights to Florence if you plan to visit one of these locations
Prato
Siena
San Gimignano
Fiesole
Montecatini Terme
Pistoia
Arezzo
Colle di Val d'Elsa
Monteriggioni
Greve in Chianti
Impruneta
Volterra
Poggibonsi

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Florence?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Florence for you.

Can I find flights from Chicago to Florence with flexible booking policies on momondo?

momondo does allow users to show only those flights to Florence from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Florence?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Florence from Chicago.

I’m not ready to book a flight from Chicago to Florence right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Florence flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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