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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 6/22. 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
2:00 pm - 12:10 pm
MDW
-
FLR
15h 10m
2 stops
Delta Logo
6:30 am - 6:05 pm
FLR
-
MDW
18h 35m
2 stops
$895Delta
Wed, Aug 19 - Fri, Aug 28
Delta Logo
5:59 pm - 2:25 pm
MDW
-
FLR
13h 26m
2 stops
Delta Logo
6:30 am - 6:05 pm
FLR
-
MDW
18h 35m
2 stops
$917Delta
Thu, Aug 13 - Mon, Aug 24
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
$973Delta
Wed, Aug 26 - Wed, Sep 2
Delta Logo
1:00 pm - 12:10 pm
MDW
-
FLR
16h 10m
2 stops
Delta Logo
6:30 am - 6:05 pm
FLR
-
MDW
18h 35m
2 stops
$1,004Delta
Sat, Aug 22 - Sun, Aug 30
Delta Logo
1:00 pm - 12:10 pm
MDW
-
FLR
16h 10m
2 stops
Delta Logo
6:30 am - 6:31 pm
FLR
-
MDW
19h 01m
2 stops
$1,005Delta
Thu, Aug 20 - Sat, Aug 29
Delta Logo
1:00 pm - 12:00 pm
MDW
-
FLR
16h 00m
2 stops
Delta Logo
6:30 am - 6:31 pm
FLR
-
MDW
19h 01m
2 stops
$1,029Delta
Tue, Sep 1 - Thu, Sep 10
Delta Logo
5:59 pm - 4:50 pm
MDW
-
FLR
15h 51m
2 stops
Delta Logo
6:30 am - 6:31 pm
FLR
-
MDW
19h 01m
2 stops
$1,037Delta
Mon, Sep 14 - Mon, Sep 21
Delta Logo
12:52 pm - 11:30 am
MDW
-
FLR
15h 38m
2 stops
Delta Logo
11:20 am - 6:33 pm
FLR
-
MDW
14h 13m
2 stops
$1,077Delta
Tue, May 5 - Tue, May 12
Delta Logo
6:36 pm - 7:00 pm
MDW
-
FLR
17h 24m
2 stops
Delta Logo
6:30 am - 5:56 pm
FLR
-
MDW
18h 26m
2 stops
$1,081Delta
Wed, May 13 - Tue, May 19
Delta Logo
1:05 pm - 10:40 am
MDW
-
FLR
14h 35m
2 stops
Delta Logo
6:30 am - 6:31 pm
FLR
-
MDW
19h 01m
2 stops
$1,106Delta
Tue, Sep 15 - Tue, Sep 29

Delta flights from Chicago Midway Airport to Florence

Our best Delta deals on Chicago Midway Airport to Florence flight tickets
Delta
Aug 19
MDW2:00 pmChicago Midway
15h 10m
2 stops
FLR12:10 pmFlorence Peretola
Aug 28
FLR6:30 amFlorence Peretola
18h 35m
2 stops
MDW6:05 pmChicago Midway
$895
Delta
Aug 13
MDW5:59 pmChicago Midway
13h 26m
2 stops
FLR2:25 pmFlorence Peretola
Aug 24
FLR6:30 amFlorence Peretola
18h 35m
2 stops
MDW6:05 pmChicago Midway
$917
Delta
Aug 26
MDW5:59 pmChicago Midway
16h 16m
2 stops
FLR5:15 pmFlorence Peretola
Sep 2
FLR6:30 amFlorence Peretola
18h 35m
2 stops
MDW6:05 pmChicago Midway
$973

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 21, 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 8/19

2:00 pm-12:10 pm

2 stops15h 10m

Florence Peretola

Fri 8/28

6:30 am-6:05 pm

2 stops18h 35m

$895

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 8/13

5:59 pm-2:25 pm

2 stops13h 26m

Florence Peretola

Mon 8/24

6:30 am-6:05 pm

2 stops18h 35m

$917

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 8/26

5:59 pm-5:15 pm

2 stops16h 16m

Florence Peretola

Wed 9/2

6:30 am-6:05 pm

2 stops18h 35m

$973

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 8/22

1:00 pm-12:10 pm

2 stops16h 10m

Florence Peretola

Sun 8/30

6:30 am-6:05 pm

2 stops18h 35m

$1,004

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 8/20

1:00 pm-12:10 pm

2 stops16h 10m

Florence Peretola

Sat 8/29

6:30 am-6:31 pm

2 stops19h 01m

$1,005

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 9/1

1:00 pm-12:00 pm

2 stops16h 00m

Florence Peretola

Thu 9/10

6:30 am-6:31 pm

2 stops19h 01m

$1,029

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 9/14

5:59 pm-4:50 pm

2 stops15h 51m

Florence Peretola

Mon 9/21

6:30 am-6:31 pm

2 stops19h 01m

$1,037
Quickest round-trip

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 5/5

12:52 pm-11:30 am

2 stops15h 38m

Florence Peretola

Tue 5/12

11:20 am-6:33 pm

2 stops14h 13m

$1,077

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 5/13

6:36 pm-7:00 pm

2 stops17h 24m

Florence Peretola

Tue 5/19

6:30 am-5:56 pm

2 stops18h 26m

$1,081

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 9/15

1:05 pm-10:40 am

2 stops14h 35m

Florence Peretola

Tue 9/29

6:30 am-6:31 pm

2 stops19h 01m

$1,106

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 18m

Direct flights

None
The fastest flight from Chicago Midway Airport to Florence takes 14h 18m
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. 14h 18m 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.

Frequently asked questions about flying from Chicago Midway Airport to Florence

  • How do I get Price Alerts for flights from Chicago Midway Airport to Florence?

    Price Alerts will notify you by email when the price for flights to Florence from Chicago Midway Airport decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.

  • How can I save money on flights from Chicago Midway Airport to Florence with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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
Fiesole
Colle di Val d'Elsa
Pistoia
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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