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Cheap flights from Chicago Midway Airport to Florence from $487

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 1/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Florence

Cheap round-trip flights

Air France Logo
6:23 pm - 2:25 pmMDW-FLR
13h 02m2 stops
Air France Logo
6:50 am - 6:25 pmFLR-MDW
18h 35m2 stops
$763Air France
Find Deal
Tue, Oct 7 - Sat, Nov 8
Delta Logo
9:29 am - 11:20 amMDW-FLR
18h 51m2 stops
Delta Logo
6:40 am - 9:46 pmFLR-MDW
21h 06m2 stops
$774Delta
Find Deal
Sat, Jan 3 - Fri, Mar 13
Delta Logo
1:00 pm - 11:20 amMDW-FLR
15h 20m2 stops
Delta Logo
6:30 am - 6:05 pmFLR-MDW
18h 35m2 stops
$793Delta
Find Deal
Mon, Jan 26 - Sat, May 16
Delta Logo
6:23 pm - 5:20 pmMDW-FLR
15h 57m2 stops
Delta Logo
12:15 pm - 10:14 pmFLR-MDW
16h 59m2 stops
$839Delta
Find Deal
Fri, Oct 17 - Wed, Oct 22
Delta Logo
12:48 pm - 12:00 pmMDW-FLR
16h 12m2 stops
Delta Logo
6:40 am - 6:25 pmFLR-MDW
17h 45m2 stops
$841Delta
Find Deal
Mon, Oct 20 - Thu, Oct 30
Delta Logo
6:23 pm - 5:20 pmMDW-FLR
15h 57m2 stops
Delta Logo
7:00 am - 6:25 pmFLR-MDW
18h 25m2 stops
$853Delta
Find Deal
Wed, Oct 8 - Mon, Oct 20
Delta Logo
1:08 pm - 11:20 amMDW-FLR
15h 12m2 stops
Delta Logo
6:50 am - 5:55 pmFLR-MDW
17h 05m2 stops
$871Delta
Find Deal
Thu, Oct 23 - Fri, Oct 31
Air France Logo
4:25 pm - 5:20 pmMDW-FLR
17h 55m2 stops
Air France Logo
8:30 pm - 5:35 pmFLR-MDW
28h 05m2 stops
$886Air France
Find Deal
Sat, Sep 20 - Wed, Oct 1
Delta Logo
6:23 pm - 2:25 pmMDW-FLR
13h 02m2 stops
Delta Logo
6:40 am - 6:25 pmFLR-MDW
17h 45m2 stops
$891Delta
Find Deal
Sat, Oct 18 - Wed, Oct 29
Logo
9:35 am - 11:05 pmMDW-FLR
30h 30m3 stops
Logo
6:25 am - 8:39 amFLR-MDW
33h 14m3 stops
$1,836
Find Deal
Sun, Sep 14 - Wed, Sep 17

Delta flights from Chicago Midway Airport to Florence

Our best Delta deals on Chicago Midway Airport to Florence flight tickets
Delta
Jan 3
MDW9:29 amChicago Midway
18h 51m
2 stops
FLR11:20 amFlorence Peretola
Mar 13
FLR6:40 amFlorence Peretola
21h 06m
2 stops
MDW9:46 pmChicago Midway
$774
Find similar
Delta
Jan 26
MDW1:00 pmChicago Midway
15h 20m
2 stops
FLR11:20 amFlorence Peretola
May 16
FLR6:30 amFlorence Peretola
18h 35m
2 stops
MDW6:05 pmChicago Midway
$793
Find similar
Delta
Oct 17
MDW6:23 pmChicago Midway
15h 57m
2 stops
FLR5:20 pmFlorence Peretola
Oct 22
FLR12:15 pmFlorence Peretola
16h 59m
2 stops
MDW10:14 pmChicago Midway
$839
Find similar

Air France flights from Chicago Midway Airport to Florence

Our best Air France deals on Chicago Midway Airport to Florence flight tickets
Air France
Oct 7
MDW6:23 pmChicago Midway
13h 02m
2 stops
FLR2:25 pmFlorence Peretola
Nov 8
FLR6:50 amFlorence Peretola
18h 35m
2 stops
MDW6:25 pmChicago Midway
$763
Find similar
Air France
Sep 20
MDW4:25 pmChicago Midway
17h 55m
2 stops
FLR5:20 pmFlorence Peretola
Oct 1
FLR8:30 pmFlorence Peretola
28h 05m
2 stops
MDW5:35 pmChicago Midway
$886
Find similar
Air France
Sep 14
MDW6:15 pmChicago Midway
13h 10m
2 stops
FLR2:25 pmFlorence Peretola
Sep 17
FLR7:00 amFlorence Peretola
18h 35m
2 stops
MDW6:35 pmChicago Midway
$2,063
Find similar

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 September 2, 2025.
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

Tue 10/7

6:23 pm-2:25 pm

2 stops13h 02m

Florence Peretola

Sat 11/8

6:50 am-6:25 pm

2 stops18h 35m

$763

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 1/3

9:29 am-11:20 am

2 stops18h 51m

Florence Peretola

Fri 3/13

6:40 am-9:46 pm

2 stops21h 06m

$774

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 1/26

1:00 pm-11:20 am

2 stops15h 20m

Florence Peretola

Sat 5/16

6:30 am-6:05 pm

2 stops18h 35m

$793

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 10/17

6:23 pm-5:20 pm

2 stops15h 57m

Florence Peretola

Wed 10/22

12:15 pm-10:14 pm

2 stops16h 59m

$839

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 10/20

12:48 pm-12:00 pm

2 stops16h 12m

Florence Peretola

Thu 10/30

6:40 am-6:25 pm

2 stops17h 45m

$841

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 10/8

6:23 pm-5:20 pm

2 stops15h 57m

Florence Peretola

Mon 10/20

7:00 am-6:25 pm

2 stops18h 25m

$853

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 10/23

1:08 pm-11:20 am

2 stops15h 12m

Florence Peretola

Fri 10/31

6:50 am-5:55 pm

2 stops17h 05m

$871

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 9/20

4:25 pm-5:20 pm

2 stops17h 55m

Florence Peretola

Wed 10/1

8:30 pm-5:35 pm

2 stops28h 05m

$886

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 10/18

6:23 pm-2:25 pm

2 stops13h 02m

Florence Peretola

Wed 10/29

6:40 am-6:25 pm

2 stops17h 45m

$891

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sun 9/14

9:35 am-11:05 pm

3 stops30h 30m

Florence Peretola

Wed 9/17

6:25 am-8:39 am

3 stops33h 14m

$1,836

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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 day to depart on your flight to Florence?

On average, the least expensive day to fly to Florence from Chicago Midway Airport is on a Sunday. momondo users have found tickets for Sunday departures for as low as $1,011. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Florence on Friday is $1,251.

What is the cheapest time of day to depart on your flight to Florence?

Our data shows that the cheapest Chicago Midway Airport to Florence flights are usually those with departure times in the morning. Our users have found flights to Florence in the morning for as low as $908. Flights to Florence are more costly at noon, with an average ticket price of $1,523. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

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

Direct flights

None
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. 13h 02m 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
Siena
Prato
San Gimignano
Pistoia
Montecatini Terme
Arezzo
Colle di Val d'Elsa
Fiesole
Poggibonsi
Impruneta
Greve in Chianti
Monteriggioni
Volterra

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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