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Cheap flights from Chicago Midway Airport to Florence from $278

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 4/24. 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
10:45 am - 8:55 am
MDW
-
FLR
16h 10m
2 stops
Delta Logo
6:40 am - 5:54 pm
FLR
-
MDW
17h 14m
2 stops
$910Delta
Mon, Mar 9 - Thu, Mar 19
Delta Logo
10:45 am - 8:55 am
MDW
-
FLR
16h 10m
2 stops
Delta Logo
6:40 am - 5:22 pm
FLR
-
MDW
16h 42m
2 stops
$911Delta
Mon, Mar 9 - Thu, Mar 19
Delta Logo
6:34 pm - 4:20 pm
MDW
-
FLR
15h 46m
2 stops
Delta Logo
6:50 am - 5:54 pm
FLR
-
MDW
17h 04m
2 stops
$972Delta
Sun, Mar 8 - Mon, Mar 16
Delta Logo
1:10 pm - 11:30 am
MDW
-
FLR
15h 20m
2 stops
Delta Logo
6:30 am - 6:36 pm
FLR
-
MDW
19h 06m
2 stops
$984Delta
Wed, Apr 1 - Wed, Apr 15
Delta Logo
1:10 pm - 12:10 pm
MDW
-
FLR
16h 00m
2 stops
Delta Logo
6:30 am - 5:58 pm
FLR
-
MDW
18h 28m
2 stops
$985Delta
Wed, Apr 1 - Wed, Apr 15
Multiple Airlines Logo
10:25 am - 6:05 pm
MDW
-
FLR
24h 40m
3 stops
Multiple Airlines Logo
12:05 pm - 9:40 am
FLR
-
MDW
28h 35m
3 stops
$998Multiple Airlines
Wed, May 13 - Wed, May 27
Delta Logo
1:10 pm - 11:30 am
MDW
-
FLR
15h 20m
2 stops
Delta Logo
6:30 am - 5:58 pm
FLR
-
MDW
18h 28m
2 stops
$1,129Delta
Mon, Mar 30 - Tue, Apr 14
Delta Logo
1:10 pm - 12:10 pm
MDW
-
FLR
16h 00m
2 stops
Delta Logo
6:30 am - 5:58 pm
FLR
-
MDW
18h 28m
2 stops
$1,130Delta
Tue, Apr 7 - Tue, Apr 14
Delta Logo
1:23 pm - 2:25 pm
MDW
-
FLR
18h 02m
2 stops
Delta Logo
6:40 am - 5:58 pm
FLR
-
MDW
18h 18m
2 stops
$1,171Delta
Mon, Apr 13 - Fri, Apr 24
Delta Logo
1:23 pm - 11:30 am
MDW
-
FLR
15h 07m
2 stops
Delta Logo
6:55 am - 5:58 pm
FLR
-
MDW
18h 03m
2 stops
$1,211Delta
Sat, Apr 18 - Sat, Apr 25

Delta flights from Chicago Midway Airport to Florence

Our best Delta deals on Chicago Midway Airport to Florence flight tickets
Delta
Mar 9
MDW10:45 amChicago Midway
16h 10m
2 stops
FLR8:55 amFlorence Peretola
Mar 19
FLR6:40 amFlorence Peretola
17h 14m
2 stops
MDW5:54 pmChicago Midway
$910
Delta
Mar 9
MDW1:10 pmChicago Midway
16h 15m
2 stops
FLR11:25 amFlorence Peretola
Mar 19
FLR6:40 amFlorence Peretola
17h 14m
2 stops
MDW5:54 pmChicago Midway
$911
Delta
Mar 8
MDW6:34 pmChicago Midway
15h 46m
2 stops
FLR4:20 pmFlorence Peretola
Mar 16
FLR6:50 amFlorence Peretola
17h 04m
2 stops
MDW5:54 pmChicago Midway
$972

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 February 4, 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

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 3/9

10:45 am-8:55 am

2 stops16h 10m

Florence Peretola

Thu 3/19

6:40 am-5:54 pm

2 stops17h 14m

$910

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 3/9

10:45 am-8:55 am

2 stops16h 10m

Florence Peretola

Thu 3/19

6:40 am-5:22 pm

2 stops16h 42m

$911

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sun 3/8

6:34 pm-4:20 pm

2 stops15h 46m

Florence Peretola

Mon 3/16

6:50 am-5:54 pm

2 stops17h 04m

$972

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 4/1

1:10 pm-11:30 am

2 stops15h 20m

Florence Peretola

Wed 4/15

6:30 am-6:36 pm

2 stops19h 06m

$984

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 4/1

1:10 pm-12:10 pm

2 stops16h 00m

Florence Peretola

Wed 4/15

6:30 am-5:58 pm

2 stops18h 28m

$985

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 5/13

10:25 am-6:05 pm

3 stops24h 40m

Florence Peretola

Wed 5/27

12:05 pm-9:40 am

3 stops28h 35m

$998

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 3/30

1:10 pm-11:30 am

2 stops15h 20m

Florence Peretola

Tue 4/14

6:30 am-5:58 pm

2 stops18h 28m

$1,129

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 4/7

1:10 pm-12:10 pm

2 stops16h 00m

Florence Peretola

Tue 4/14

6:30 am-5:58 pm

2 stops18h 28m

$1,130

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 4/13

1:23 pm-2:25 pm

2 stops18h 02m

Florence Peretola

Fri 4/24

6:40 am-5:58 pm

2 stops18h 18m

$1,171

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 4/18

1:23 pm-11:30 am

2 stops15h 07m

Florence Peretola

Sat 4/25

6:55 am-5:58 pm

2 stops18h 03m

$1,211

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 56m

Direct flights

None
The fastest flight from Chicago Midway Airport to Florence takes 14h 56m
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

  • 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 56m 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.

  • 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
Siena
Prato
San Gimignano
Montecatini Terme
Arezzo
Colle di Val d'Elsa
Fiesole
Pistoia
Impruneta
Greve in Chianti
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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