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$419+ Cheap flights from Midway (MDW) to Florence (FLR)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — FLR
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
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Cheap flight deals from Midway to Florence

Cheapest flights from Midway to Florence
Explore the most affordable flight options available from Midway to Florence. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 9, 2026.

This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:27 pm
MDW
-
FLR
2 stops14h 13m
Delta
Sat 12/56:40 am
FLR
-
MDW
2 stops18h 57m
Delta
Deal found 5/4$1,009
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:00 pm
MDW
-
FLR
2 stops15h 10m
Delta
Thu 9/106:30 am
FLR
-
MDW
2 stops19h 01m
Delta
Deal found 5/6$1,024
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:58 pm
MDW
-
FLR
2 stops17h 02m
Delta
Thu 7/306:30 am
FLR
-
MDW
2 stops18h 48m
Delta
Deal found 5/4$1,032
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:18 pm
MDW
-
FLR
2 stops15h 52m
Delta
Wed 7/156:40 am
FLR
-
MDW
2 stops18h 45m
Delta
Deal found 5/5$1,039
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:58 pm
MDW
-
FLR
2 stops14h 52m
Delta
Mon 7/136:30 am
FLR
-
MDW
2 stops18h 55m
Delta
Deal found 5/5$1,055
This Mytrip deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1710:15 am
MDW
-
FLR
3 stops29h 55m
Multiple Airlines
Tue 6/237:30 am
FLR
-
MDW
3 stops33h 10m
Multiple Airlines
Deal found 5/6$1,063
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:42 pm
MDW
-
FLR
2 stops15h 08m
Delta
Sat 9/56:30 am
FLR
-
MDW
2 stops19h 01m
Delta
Deal found 5/6$1,097
This Mytrip deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1910:25 am
MDW
-
FLR
3 stops29h 40m
Multiple Airlines
Wed 6/247:00 am
FLR
-
MDW
3 stops38h 35m
Multiple Airlines
Deal found 5/4$1,100
This Mytrip deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/3110:30 am
MDW
-
FLR
3 stops29h 35m
Multiple Airlines
Sun 6/77:00 am
FLR
-
MDW
3 stops38h 35m
Multiple Airlines
Deal found 5/7$1,105
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/111:22 pm
MDW
-
FLR
2 stops15h 08m
Delta
Sat 5/2311:20 am
FLR
-
MDW
2 stops14h 13m
Delta
Deal found 5/8$1,136

Find flight deals from Midway to Florence

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Florence (FLR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 9, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$985
(Delta)

One-way from

$419
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$1,061
Provider with most accurate pricing for Chicago Midway-Florence Peretola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Florence Peretola flights.
Search Deals
From Chicago Midway to Florence Peretola
Search Deals
One-way flight from Chicago Midway to Florence Peretola
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($200 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated May 9, 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

Cheapest round-trip

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 8/28

6:42 pm-4:50 pm

2 stops15h 08m

Florence Peretola

Sat 9/5

6:30 am-6:31 pm

2 stops19h 01m

$1,097

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Thu 10/15

12:30 pm-10:40 am

2 stops15h 10m

Florence Peretola

Sat 10/24

6:30 am-6:37 pm

2 stops19h 07m

$1,138

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 10/2

6:45 pm-4:50 pm

2 stops15h 05m

Florence Peretola

Thu 10/8

6:30 am-6:37 pm

2 stops19h 07m

$1,166

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 9/12

5:59 pm-4:50 pm

2 stops15h 51m

Florence Peretola

Sat 9/19

6:30 am-6:05 pm

2 stops18h 35m

$1,226

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 7/4

1:49 pm-12:10 pm

2 stops15h 21m

Florence Peretola

Sun 7/12

6:30 am-6:18 pm

2 stops18h 48m

$1,229

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Sat 9/26

5:59 pm-4:50 pm

2 stops15h 51m

Florence Peretola

Fri 10/9

6:30 am-6:37 pm

2 stops19h 07m

$1,256
Quickest round-trip

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Mon 6/15

11:05 am-8:55 am

2 stops14h 50m

Florence Peretola

Mon 6/22

6:30 am-6:18 pm

2 stops18h 48m

$1,296

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 6/19

1:26 pm-12:10 pm

2 stops15h 44m

Florence Peretola

Wed 6/24

6:30 am-6:18 pm

2 stops18h 48m

$1,296
Cheapest one-way

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 8/7

12:11 pm-12:40 pm

3 stops41h 29m

$470

ChicagoFlorence

MDW - FLR

MDWFLR

Chicago Midway

Fri 6/19

10:25 am-11:05 pm

3 stops29h 40m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Compare providers for flights from Midway to Florence

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Florence in May.
ProviderPrice AccuracyTrust Score*
OvagoPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Florence flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago Midway Airport-Florence flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Florence flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Florence flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Florence flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Florence

Have a flexible travel schedule? Discover the best time to fly to Florence from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Florence. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Florence from Chicago Midway?

    Most people fly into Florence Peretola (FLR) if they book a flight to Florence from Chicago Midway. On average, Peretola has 0 inbound flights from Chicago Midway per day from 0 airlines. Florence Peretola is conveniently located just 3.7 mi from Florence’s city center.

  • How long is the flight from Chicago Midway Airport to Florence?

    A quick flight from Chicago Midway Airport to Florence can take about 15h 08m. Delta provides one of the quickest options available for as low as $1,097. Airlines will cover a distance of 4682 mi.

  • Can I find deals for flights from Midway to Florence that include hotel bookings?

    Yes. In addition to deals on Midway to Florence flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Florence?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Florence.

  • Can I find deals for business class flights from Midway to Florence?

    Yes. Cheapflights offers flight deals from Midway to Florence by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Florence?

Book flights to Florence if you plan to visit one of these locations
Pistoia
Arezzo

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