Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago Midway Airport to Florence from $288

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 12/4. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
1:00 pm - 11:20 amMDW-FLR
15h 20m2 stops
Delta Logo
6:40 am - 9:46 pmFLR-MDW
22h 06m2 stops
$548Delta
Find Deal
Mon, Jan 12 - Sun, Jan 18
Delta Logo
9:34 am - 10:25 amMDW-FLR
17h 51m2 stops
Delta Logo
6:40 am - 6:18 pmFLR-MDW
18h 38m2 stops
$554Delta
Find Deal
Fri, Nov 28 - Thu, Dec 11
Delta Logo
1:15 pm - 11:20 amMDW-FLR
15h 05m2 stops
Delta Logo
6:40 am - 6:08 pmFLR-MDW
18h 28m2 stops
$598Delta
Find Deal
Wed, Nov 12 - Wed, Nov 26
Delta Logo
1:05 pm - 11:20 amMDW-FLR
16h 15m2 stops
Delta Logo
6:40 am - 6:34 pmFLR-MDW
17h 54m2 stops
$648Delta
Find Deal
Mon, Mar 9 - Thu, Mar 19
Delta Logo
12:50 pm - 11:20 amMDW-FLR
15h 30m2 stops
Delta Logo
6:50 am - 6:00 pmFLR-MDW
18h 10m2 stops
$653Delta
Find Deal
Fri, Dec 5 - Fri, Dec 12
Delta Logo
1:00 pm - 11:40 amMDW-FLR
15h 40m2 stops
Delta Logo
6:40 am - 6:08 pmFLR-MDW
18h 28m2 stops
$654Delta
Find Deal
Fri, Jan 9 - Fri, Jan 16
KLM Logo
1:47 pm - 11:20 amMDW-FLR
14h 33m2 stops
KLM Logo
6:40 am - 4:39 pmFLR-MDW
16h 59m2 stops
$828KLM
Find Deal
Tue, Nov 11 - Thu, Nov 27
Multiple Airlines Logo
11:00 am - 11:15 pmMDW-FLR
29h 15m3 stops
Multiple Airlines Logo
6:45 am - 10:05 amFLR-MDW
34h 20m3 stops
$1,064Multiple Airlines
Find Deal
Sun, Nov 23 - Sun, Nov 30
KLM Logo
1:47 pm - 11:20 amMDW-FLR
14h 33m2 stops
KLM Logo
6:40 am - 4:39 pmFLR-MDW
16h 59m2 stops
$1,343KLM
Find Deal
Mon, Nov 10 - Wed, Nov 26
KLM Logo
1:47 pm - 11:20 amMDW-FLR
14h 33m2 stops
KLM Logo
6:40 am - 4:39 pmFLR-MDW
16h 59m2 stops
$1,498KLM
Find Deal
Mon, Nov 10 - Thu, Nov 27

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
15h 20m
2 stops
FLR11:20 amFlorence Peretola
Jan 18
FLR6:40 amFlorence Peretola
22h 06m
2 stops
MDW9:46 pmChicago Midway
$548
Find similar
Delta
Nov 28
MDW9:34 amChicago Midway
17h 51m
2 stops
FLR10:25 amFlorence Peretola
Dec 11
FLR6:40 amFlorence Peretola
18h 38m
2 stops
MDW6:18 pmChicago Midway
$554
Find similar
Delta
Nov 12
MDW1:15 pmChicago Midway
15h 05m
2 stops
FLR11:20 amFlorence Peretola
Nov 26
FLR6:40 amFlorence Peretola
18h 28m
2 stops
MDW6:08 pmChicago Midway
$598
Find similar

KLM flights from Chicago Midway Airport to Florence

Our best KLM deals on Chicago Midway Airport to Florence flight tickets
KLM
Nov 11
MDW1:47 pmChicago Midway
14h 33m
2 stops
FLR11:20 amFlorence Peretola
Nov 27
FLR6:40 amFlorence Peretola
16h 59m
2 stops
MDW4:39 pmChicago Midway
$828
Find similar
KLM
Nov 10
MDW1:47 pmChicago Midway
14h 33m
2 stops
FLR11:20 amFlorence Peretola
Nov 26
FLR6:40 amFlorence Peretola
16h 59m
2 stops
MDW4:39 pmChicago Midway
$1,343
Find similar
KLM
Nov 10
MDW1:47 pmChicago Midway
14h 33m
2 stops
FLR11:20 amFlorence Peretola
Nov 27
FLR6:40 amFlorence Peretola
16h 59m
2 stops
MDW4:39 pmChicago Midway
$1,498
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 October 22, 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-11:20 am

2 stops15h 20m

Florence Peretola

Sun 1/18

6:40 am-9:46 pm

2 stops22h 06m

$548

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 11/28

9:34 am-10:25 am

2 stops17h 51m

Florence Peretola

Thu 12/11

6:40 am-6:18 pm

2 stops18h 38m

$554

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Wed 11/12

1:15 pm-11:20 am

2 stops15h 05m

Florence Peretola

Wed 11/26

6:40 am-6:08 pm

2 stops18h 28m

$598

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

$648

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 12/5

12:50 pm-11:20 am

2 stops15h 30m

Florence Peretola

Fri 12/12

6:50 am-6:00 pm

2 stops18h 10m

$653

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 1/9

1:00 pm-11:40 am

2 stops15h 40m

Florence Peretola

Fri 1/16

6:40 am-6:08 pm

2 stops18h 28m

$654

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Tue 11/11

1:47 pm-11:20 am

2 stops14h 33m

Florence Peretola

Thu 11/27

6:40 am-4:39 pm

2 stops16h 59m

$828

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sun 11/23

11:00 am-11:15 pm

3 stops29h 15m

Florence Peretola

Sun 11/30

6:45 am-10:05 am

3 stops34h 20m

$1,064

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 11/10

1:47 pm-11:20 am

2 stops14h 33m

Florence Peretola

Wed 11/26

6:40 am-4:39 pm

2 stops16h 59m

$1,343

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 11/10

1:47 pm-11:20 am

2 stops14h 33m

Florence Peretola

Thu 11/27

6:40 am-4:39 pm

2 stops16h 59m

$1,498

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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 17m 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
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.

An easier way to manage your Florence trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 11/21
Fri 11/28
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Italy

Airports servicing Tuscany

Pisa Gal Galilei Airport
Elba Airport