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Cheap flights from Chicago Midway Airport to Florence from $450

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 6/30. 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
0 bags

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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
1:00 pm - 12:00 pm
MDW
-
FLR
16h 00m
2 stops
Delta Logo
6:55 am - 4:27 pm
FLR
-
MDW
16h 32m
2 stops
$927Delta
Sun, Aug 16 - Sun, Aug 23
Delta Logo
5:59 pm - 5:15 pm
MDW
-
FLR
16h 16m
2 stops
Delta Logo
6:30 am - 6:05 pm
FLR
-
MDW
18h 35m
2 stops
$943Delta
Mon, Aug 24 - Mon, Aug 31
Delta Logo
6:45 pm - 4:50 pm
MDW
-
FLR
15h 05m
2 stops
Delta Logo
6:40 am - 6:37 pm
FLR
-
MDW
18h 57m
2 stops
$948Delta
Sun, Aug 30 - Thu, Dec 17
Delta Logo
1:24 pm - 12:10 pm
MDW
-
FLR
15h 46m
2 stops
Delta Logo
6:30 am - 6:33 pm
FLR
-
MDW
19h 03m
2 stops
$971Delta
Tue, May 5 - Tue, May 12
Delta Logo
6:38 pm - 4:50 pm
MDW
-
FLR
15h 12m
2 stops
Delta Logo
6:30 am - 5:56 pm
FLR
-
MDW
18h 26m
2 stops
$976Delta
Wed, May 6 - Wed, May 20
Delta Logo
5:59 pm - 5:15 pm
MDW
-
FLR
16h 16m
2 stops
Delta Logo
6:40 am - 9:46 pm
FLR
-
MDW
22h 06m
2 stops
$979Delta
Sun, Sep 6 - Tue, Sep 22
Delta Logo
6:45 pm - 4:50 pm
MDW
-
FLR
15h 05m
2 stops
Delta Logo
6:40 am - 6:37 pm
FLR
-
MDW
18h 57m
2 stops
$1,009Delta
Sat, Aug 29 - Thu, Dec 17
Delta Logo
1:24 pm - 11:30 am
MDW
-
FLR
15h 06m
2 stops
Delta Logo
6:30 am - 4:26 pm
FLR
-
MDW
16h 56m
2 stops
$1,020Delta
Mon, Apr 20 - Tue, May 5
Delta Logo
1:22 pm - 11:30 am
MDW
-
FLR
15h 08m
2 stops
Delta Logo
6:30 am - 6:33 pm
FLR
-
MDW
19h 03m
2 stops
$1,031Delta
Mon, May 11 - Sat, May 23
Delta Logo
6:38 pm - 7:00 pm
MDW
-
FLR
17h 22m
2 stops
Delta Logo
11:20 am - 6:33 pm
FLR
-
MDW
14h 13m
2 stops
$1,036Delta
Wed, May 6 - Mon, May 11

Delta flights from Chicago Midway Airport to Florence

Our best Delta deals on Chicago Midway Airport to Florence flight tickets
Delta
Aug 16
MDW1:00 pmChicago Midway
16h 00m
2 stops
FLR12:00 pmFlorence Peretola
Aug 23
FLR6:55 amFlorence Peretola
16h 32m
2 stops
MDW4:27 pmChicago Midway
$927
Delta
Aug 24
MDW5:59 pmChicago Midway
16h 16m
2 stops
FLR5:15 pmFlorence Peretola
Aug 31
FLR6:30 amFlorence Peretola
18h 35m
2 stops
MDW6:05 pmChicago Midway
$943
Delta
Aug 30
MDW6:45 pmChicago Midway
15h 05m
2 stops
FLR4:50 pmFlorence Peretola
Dec 17
FLR6:40 amFlorence Peretola
18h 57m
2 stops
MDW6:37 pmChicago Midway
$948

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 April 7, 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

Sun 8/16

1:00 pm-12:00 pm

2 stops16h 00m

Florence Peretola

Sun 8/23

6:55 am-4:27 pm

2 stops16h 32m

$927

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 8/24

5:59 pm-5:15 pm

2 stops16h 16m

Florence Peretola

Mon 8/31

6:30 am-6:05 pm

2 stops18h 35m

$943

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sun 8/30

6:45 pm-4:50 pm

2 stops15h 05m

Florence Peretola

Thu 12/17

6:40 am-6:37 pm

2 stops18h 57m

$948

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 5/5

1:24 pm-12:10 pm

2 stops15h 46m

Florence Peretola

Tue 5/12

6:30 am-6:33 pm

2 stops19h 03m

$971

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 5/6

6:38 pm-4:50 pm

2 stops15h 12m

Florence Peretola

Wed 5/20

6:30 am-5:56 pm

2 stops18h 26m

$976

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sun 9/6

5:59 pm-5:15 pm

2 stops16h 16m

Florence Peretola

Tue 9/22

6:40 am-9:46 pm

2 stops22h 06m

$979

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 8/29

6:45 pm-4:50 pm

2 stops15h 05m

Florence Peretola

Thu 12/17

6:40 am-6:37 pm

2 stops18h 57m

$1,009

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 4/20

1:24 pm-11:30 am

2 stops15h 06m

Florence Peretola

Tue 5/5

6:30 am-4:26 pm

2 stops16h 56m

$1,020

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 5/11

1:22 pm-11:30 am

2 stops15h 08m

Florence Peretola

Sat 5/23

6:30 am-6:33 pm

2 stops19h 03m

$1,031
Quickest round-trip

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 5/6

6:38 pm-7:00 pm

2 stops17h 22m

Florence Peretola

Mon 5/11

11:20 am-6:33 pm

2 stops14h 13m

$1,036

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

12h 51m

Direct flights

None
The fastest flight from Chicago Midway Airport to Florence takes 12h 51m
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. 12h 51m 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
Arezzo
Pistoia
Colle di Val d'Elsa
Fiesole
Greve in Chianti
Impruneta
Monteriggioni
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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