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Cheap flights from Chicago Midway Airport to Florence from $767

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 4/14. 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
10:49 am - 8:55 am
MDW
-
FLR
16h 06m2 stops
Delta Logo
6:40 am - 5:55 pm
FLR
-
MDW
17h 15m2 stops
$873Delta
Mon, Mar 9 - Thu, Mar 19
Delta Logo
1:26 pm - 11:20 am
MDW
-
FLR
14h 54m2 stops
Delta Logo
6:40 am - 5:37 pm
FLR
-
MDW
17h 57m2 stops
$938Delta
Thu, Feb 5 - Sun, Mar 1
KLM Logo
1:26 pm - 11:20 am
MDW
-
FLR
14h 54m2 stops
KLM Logo
6:50 am - 4:14 pm
FLR
-
MDW
16h 24m2 stops
$1,013KLM
Sat, Jan 24 - Sat, Feb 21
Delta Logo
1:28 pm - 11:40 am
MDW
-
FLR
15h 12m2 stops
Delta Logo
6:40 am - 4:16 pm
FLR
-
MDW
16h 36m2 stops
$1,014Delta
Fri, Jan 16 - Sat, Jan 24
Delta Logo
10:46 am - 8:55 am
MDW
-
FLR
15h 09m2 stops
Delta Logo
6:40 am - 5:29 pm
FLR
-
MDW
17h 49m2 stops
$1,038Delta
Wed, Feb 4 - Mon, Feb 9
Delta Logo
5:31 pm - 4:20 pm
MDW
-
FLR
15h 49m2 stops
Delta Logo
6:40 am - 5:29 pm
FLR
-
MDW
17h 49m2 stops
$1,078Delta
Mon, Jan 12 - Thu, Jan 22
Delta Logo
6:35 pm - 2:25 pm
MDW
-
FLR
12h 50m2 stops
Delta Logo
6:30 am - 6:05 pm
FLR
-
MDW
18h 35m2 stops
$1,127Delta
Wed, Apr 8 - Wed, Apr 15
Delta Logo
1:09 pm - 11:20 am
MDW
-
FLR
16h 11m2 stops
Delta Logo
6:30 am - 6:40 pm
FLR
-
MDW
19h 10m2 stops
$1,137Delta
Thu, Mar 19 - Thu, Apr 2
Delta Logo
6:35 pm - 2:25 pm
MDW
-
FLR
12h 50m2 stops
Delta Logo
6:30 am - 6:31 pm
FLR
-
MDW
19h 01m2 stops
$1,187Delta
Sat, Apr 4 - Wed, Apr 15
Delta Logo
1:09 pm - 12:00 pm
MDW
-
FLR
15h 51m2 stops
Delta Logo
6:30 am - 6:05 pm
FLR
-
MDW
18h 35m2 stops
$1,192Delta
Fri, Apr 10 - Fri, Apr 24

Delta flights from Chicago Midway Airport to Florence

Our best Delta deals on Chicago Midway Airport to Florence flight tickets
Delta
Mar 9
MDW10:49 amChicago Midway
16h 06m
2 stops
FLR8:55 amFlorence Peretola
Mar 19
FLR6:40 amFlorence Peretola
17h 15m
2 stops
MDW5:55 pmChicago Midway
$873
Find similar
Delta
Feb 5
MDW1:26 pmChicago Midway
14h 54m
2 stops
FLR11:20 amFlorence Peretola
Mar 1
FLR6:40 amFlorence Peretola
17h 57m
2 stops
MDW5:37 pmChicago Midway
$938
Find similar
Delta
Jan 16
MDW1:28 pmChicago Midway
15h 12m
2 stops
FLR11:40 amFlorence Peretola
Jan 24
FLR6:40 amFlorence Peretola
16h 36m
2 stops
MDW4:16 pmChicago Midway
$1,014
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 December 11, 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 3/9

10:49 am-8:55 am

2 stops16h 06m

Florence Peretola

Thu 3/19

6:40 am-5:55 pm

2 stops17h 15m

$873

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 2/5

1:26 pm-11:20 am

2 stops14h 54m

Florence Peretola

Sun 3/1

6:40 am-5:37 pm

2 stops17h 57m

$938

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 1/24

1:26 pm-11:20 am

2 stops14h 54m

Florence Peretola

Sat 2/21

6:50 am-4:14 pm

2 stops16h 24m

$1,013

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 1/16

1:28 pm-11:40 am

2 stops15h 12m

Florence Peretola

Sat 1/24

6:40 am-4:16 pm

2 stops16h 36m

$1,014

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 2/4

10:46 am-8:55 am

2 stops15h 09m

Florence Peretola

Mon 2/9

6:40 am-5:29 pm

2 stops17h 49m

$1,038

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 1/12

5:31 pm-4:20 pm

2 stops15h 49m

Florence Peretola

Thu 1/22

6:40 am-5:29 pm

2 stops17h 49m

$1,078

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 4/8

6:35 pm-2:25 pm

2 stops12h 50m

Florence Peretola

Wed 4/15

6:30 am-6:05 pm

2 stops18h 35m

$1,127

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 3/19

1:09 pm-11:20 am

2 stops16h 11m

Florence Peretola

Thu 4/2

6:30 am-6:40 pm

2 stops19h 10m

$1,137

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 4/4

6:35 pm-2:25 pm

2 stops12h 50m

Florence Peretola

Wed 4/15

6:30 am-6:31 pm

2 stops19h 01m

$1,187

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 4/10

1:09 pm-12:00 pm

2 stops15h 51m

Florence Peretola

Fri 4/24

6:30 am-6:05 pm

2 stops18h 35m

$1,192

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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

Fastest flight time

12h 50m

Direct flights

None
The fastest flight from Chicago Midway Airport to Florence takes 12h 50m
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. 12h 50m 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
Montecatini Terme
Arezzo
Pistoia
Colle di Val d'Elsa
Fiesole
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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