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Cheap flights from Chicago Midway Airport to Florence from $336

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 10/17. 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

Delta Logo
1:00 pm - 2:25 pmMDW-FLR
18h 25m2 stops
Delta Logo
6:50 am - 6:34 pmFLR-MDW
18h 44m2 stops
$693Delta
Find Deal
Mon, Jan 12 - Sun, Jan 18
Delta Logo
1:05 pm - 11:20 amMDW-FLR
16h 15m2 stops
Delta Logo
6:40 am - 6:34 pmFLR-MDW
17h 54m2 stops
$704Delta
Find Deal
Mon, Mar 9 - Thu, Mar 19
Delta Logo
1:00 pm - 11:20 amMDW-FLR
15h 20m2 stops
Delta Logo
6:30 am - 6:05 pmFLR-MDW
18h 35m2 stops
$778Delta
Find Deal
Mon, Jan 26 - Sat, May 16
Delta Logo
2:00 pm - 11:20 amMDW-FLR
14h 20m2 stops
Delta Logo
6:50 am - 6:34 pmFLR-MDW
18h 44m2 stops
$783Delta
Find Deal
Sat, Feb 7 - Sat, Feb 14
Delta Logo
2:00 pm - 2:25 pmMDW-FLR
17h 25m2 stops
Delta Logo
6:30 am - 6:05 pmFLR-MDW
18h 35m2 stops
$828Delta
Find Deal
Mon, Jan 26 - Sat, May 16
Delta Logo
1:08 pm - 11:20 amMDW-FLR
16h 12m2 stops
Delta Logo
6:50 am - 6:25 pmFLR-MDW
18h 35m2 stops
$888Delta
Find Deal
Thu, Oct 30 - Thu, Nov 6
Delta Logo
6:23 pm - 5:20 pmMDW-FLR
15h 57m2 stops
Delta Logo
6:40 am - 6:25 pmFLR-MDW
17h 45m2 stops
$962Delta
Find Deal
Sat, Oct 18 - Wed, Oct 29
Delta Logo
6:23 pm - 5:20 pmMDW-FLR
15h 57m2 stops
Delta Logo
7:00 am - 6:25 pmFLR-MDW
18h 25m2 stops
$1,005Delta
Find Deal
Tue, Oct 14 - Tue, Oct 21
Logo
9:35 am - 2:55 pmMDW-FLR
22h 20m3 stops
Logo
1:35 pm - 10:05 amFLR-MDW
27h 30m3 stops
$1,253
Find Deal
Sun, Oct 19 - Sat, Oct 25
Logo
7:15 pm - 11:00 amMDW-FLR
32h 45m3 stops
Logo
12:05 pm - 4:24 pmFLR-MDW
35h 19m3 stops
$1,954
Find Deal
Sun, Sep 28 - Wed, Oct 1

Delta flights from Chicago Midway Airport to Florence

Our best Delta deals on Chicago Midway Airport to Florence flight tickets
Delta
Jan 12
MDW1:00 pmChicago Midway
18h 25m
2 stops
FLR2:25 pmFlorence Peretola
Jan 18
FLR6:50 amFlorence Peretola
18h 44m
2 stops
MDW6:34 pmChicago Midway
$693
Find similar
Delta
Mar 9
MDW1:05 pmChicago Midway
16h 15m
2 stops
FLR11:20 amFlorence Peretola
Mar 19
FLR6:40 amFlorence Peretola
17h 54m
2 stops
MDW6:34 pmChicago Midway
$704
Find similar
Delta
Sep 23
MDW6:15 pmChicago Midway
16h 05m
2 stops
FLR5:20 pmFlorence Peretola
Oct 1
FLR6:30 amFlorence Peretola
19h 05m
2 stops
MDW6:35 pmChicago Midway
$713
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 16, 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

Mon 1/12

1:00 pm-2:25 pm

2 stops18h 25m

Florence Peretola

Sun 1/18

6:50 am-6:34 pm

2 stops18h 44m

$693

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 3/9

1:05 pm-11:20 am

2 stops16h 15m

Florence Peretola

Thu 3/19

6:40 am-6:34 pm

2 stops17h 54m

$704

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

$778

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 2/7

2:00 pm-11:20 am

2 stops14h 20m

Florence Peretola

Sat 2/14

6:50 am-6:34 pm

2 stops18h 44m

$783

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 1/26

2:00 pm-2:25 pm

2 stops17h 25m

Florence Peretola

Sat 5/16

6:30 am-6:05 pm

2 stops18h 35m

$828

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 10/30

1:08 pm-11:20 am

2 stops16h 12m

Florence Peretola

Thu 11/6

6:50 am-6:25 pm

2 stops18h 35m

$888

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 10/18

6:23 pm-5:20 pm

2 stops15h 57m

Florence Peretola

Wed 10/29

6:40 am-6:25 pm

2 stops17h 45m

$962

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 10/14

6:23 pm-5:20 pm

2 stops15h 57m

Florence Peretola

Tue 10/21

7:00 am-6:25 pm

2 stops18h 25m

$1,005

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sun 10/19

9:35 am-2:55 pm

3 stops22h 20m

Florence Peretola

Sat 10/25

1:35 pm-10:05 am

3 stops27h 30m

$1,253

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sun 9/28

7:15 pm-11:00 am

3 stops32h 45m

Florence Peretola

Wed 10/1

12:05 pm-4:24 pm

3 stops35h 19m

$1,954

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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.
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  • 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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