Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Florence from $437

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 6/13. 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
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
10:54 am - 8:55 am
MDW
-
FLR
15h 01m
2 stops
Delta Logo
6:30 am - 6:33 pm
FLR
-
MDW
19h 03m
2 stops
$816Delta
Mon, Aug 10 - Fri, Aug 21
Delta Logo
1:27 pm - 12:10 pm
MDW
-
FLR
15h 43m
2 stops
Delta Logo
6:30 am - 6:33 pm
FLR
-
MDW
19h 03m
2 stops
$866Delta
Sat, Aug 8 - Fri, Aug 21
Delta Logo
1:27 pm - 12:10 pm
MDW
-
FLR
15h 43m
2 stops
Delta Logo
6:30 am - 6:33 pm
FLR
-
MDW
19h 03m
2 stops
$867Delta
Sat, Aug 8 - Fri, Aug 21
Delta Logo
7:25 pm - 4:50 pm
MDW
-
FLR
14h 25m
2 stops
Delta Logo
6:40 am - 6:01 pm
FLR
-
MDW
18h 21m
2 stops
$878Delta
Fri, Aug 14 - Thu, Aug 20
Delta Logo
1:27 pm - 2:25 pm
MDW
-
FLR
17h 58m
2 stops
Delta Logo
6:30 am - 6:01 pm
FLR
-
MDW
18h 31m
2 stops
$916Delta
Sat, Aug 15 - Sun, Aug 30
Delta Logo
7:25 pm - 4:50 pm
MDW
-
FLR
14h 25m
2 stops
Delta Logo
6:30 am - 6:01 pm
FLR
-
MDW
18h 31m
2 stops
$921Delta
Fri, Aug 14 - Sat, Aug 29
Delta Logo
1:18 pm - 12:10 pm
MDW
-
FLR
15h 52m
2 stops
Delta Logo
6:30 am - 6:25 pm
FLR
-
MDW
18h 55m
2 stops
$953Delta
Fri, Jul 24 - Thu, Jul 30
Delta Logo
1:22 pm - 10:40 am
MDW
-
FLR
14h 18m
2 stops
Delta Logo
6:30 am - 6:33 pm
FLR
-
MDW
19h 03m
2 stops
$1,081Delta
Wed, May 20 - Tue, May 26
Delta Logo
1:18 pm - 12:10 pm
MDW
-
FLR
15h 52m
2 stops
Delta Logo
6:30 am - 6:18 pm
FLR
-
MDW
18h 48m
2 stops
$1,091Delta
Mon, Jul 20 - Mon, Jul 27
Delta Logo
1:18 pm - 12:10 pm
MDW
-
FLR
15h 52m
2 stops
Delta Logo
6:55 am - 6:25 pm
FLR
-
MDW
18h 30m
2 stops
$1,099Delta
Wed, Jul 22 - Sun, Jul 26

Delta flights from Chicago Midway Airport to Florence

Our best Delta deals on Chicago Midway Airport to Florence flight tickets
Delta
Aug 10
MDW10:54 amChicago Midway
15h 01m
2 stops
FLR8:55 amFlorence Peretola
Aug 21
FLR6:30 amFlorence Peretola
19h 03m
2 stops
MDW6:33 pmChicago Midway
$816
Delta
Aug 8
MDW1:27 pmChicago Midway
15h 43m
2 stops
FLR12:10 pmFlorence Peretola
Aug 21
FLR6:30 amFlorence Peretola
19h 03m
2 stops
MDW6:33 pmChicago Midway
$866
Delta
Aug 8
MDW1:27 pmChicago Midway
15h 43m
2 stops
FLR12:10 pmFlorence Peretola
Aug 21
FLR6:30 amFlorence Peretola
19h 03m
2 stops
MDW6:33 pmChicago Midway
$867

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 May 17, 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

Mon 8/10

10:54 am-8:55 am

2 stops15h 01m

Florence Peretola

Fri 8/21

6:30 am-6:33 pm

2 stops19h 03m

$816

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 8/8

1:27 pm-12:10 pm

2 stops15h 43m

Florence Peretola

Fri 8/21

6:30 am-6:33 pm

2 stops19h 03m

$866

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 8/8

1:27 pm-12:10 pm

2 stops15h 43m

Florence Peretola

Fri 8/21

6:30 am-6:33 pm

2 stops19h 03m

$867
Quickest round-trip

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 8/14

7:25 pm-4:50 pm

2 stops14h 25m

Florence Peretola

Thu 8/20

6:40 am-6:01 pm

2 stops18h 21m

$878

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 8/15

1:27 pm-2:25 pm

2 stops17h 58m

Florence Peretola

Sun 8/30

6:30 am-6:01 pm

2 stops18h 31m

$916

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 8/14

7:25 pm-4:50 pm

2 stops14h 25m

Florence Peretola

Sat 8/29

6:30 am-6:01 pm

2 stops18h 31m

$921

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 7/24

1:18 pm-12:10 pm

2 stops15h 52m

Florence Peretola

Thu 7/30

6:30 am-6:25 pm

2 stops18h 55m

$953

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 5/20

1:22 pm-10:40 am

2 stops14h 18m

Florence Peretola

Tue 5/26

6:30 am-6:33 pm

2 stops19h 03m

$1,081

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 7/20

1:18 pm-12:10 pm

2 stops15h 52m

Florence Peretola

Mon 7/27

6:30 am-6:18 pm

2 stops18h 48m

$1,091

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 7/22

1:18 pm-12:10 pm

2 stops15h 52m

Florence Peretola

Sun 7/26

6:55 am-6:25 pm

2 stops18h 30m

$1,099

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

13h 35m

Direct flights

None
The fastest flight from Chicago Midway Airport to Florence takes 13h 35m
There are no direct flights from Chicago Midway Airport to Florence. There are no popular flight routes from Chicago Midway Airport to Florence.
Search flight deals

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. 13h 35m 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
Montecatini Terme
Pistoia
Fiesole
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.

An easier way to manage your Florence trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 6/16
Tue 6/23
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Italy

Airports servicing Tuscany

Pisa Gal Galilei Airport
Elba Airport