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$957+ Cheap flights from Midway (MDW) to Pisa (PSA)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PSA
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Midway to Pisa

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Pisa (PSA). 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 August 14, 2025.

Round-trip from

$957
(KLM)
From Chicago Midway to Pisa Gal Galilei
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Find flight deals from Midway to Pisa

Cheapest flights from Midway to Pisa
Explore the most affordable flight options available from Midway to Pisa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This KLM deal was found by Cheapflights users on 8/12. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:17 pmMDW - PSA
2 stops19h 28mKLM
Sun 9/148:45 amPSA - MDW
2 stops16h 50mKLM
Deal found 8/12$957
This KLM deal was found by Cheapflights users on 8/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/271:08 pmMDW - PSA
2 stops17h 57mKLM
Sat 8/309:35 pmPSA - MDW
2 stops27h 02mKLM
Deal found 8/14$2,167
This KLM deal was found by Cheapflights users on 8/13. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2610:31 amMDW - PSA
2 stops21h 24mKLM
Fri 8/2910:05 pmPSA - MDW
2 stops27h 32mKLM
Deal found 8/13$2,907
This Mytrip deal was found by Cheapflights users on 8/14. 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 8/279:40 amMDW - PSA
3 stops28h 10mMultiple Airlines
Sat 8/309:50 amPSA - MDW
3 stops30h 55mMultiple Airlines
Deal found 8/14$2,921

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Pisa 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 August 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Pisa that are best for you.

Fly from

Midway

Fly to

Pisa

Route

Depart

Return

Price

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Fri 9/5

6:17 pm-8:45 pm

2 stops19h 28m

Pisa Gal Galilei

Sun 9/14

8:45 am-6:35 pm

2 stops16h 50m

$957

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Wed 8/27

1:08 pm-2:05 pm

2 stops17h 57m

Pisa Gal Galilei

Sat 8/30

9:35 pm-5:37 pm

2 stops27h 02m

$2,167

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Tue 8/26

10:31 am-2:55 pm

2 stops21h 24m

Pisa Gal Galilei

Fri 8/29

10:05 pm-6:37 pm

2 stops27h 32m

$2,907

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Wed 8/27

9:40 am-8:50 pm

3 stops28h 10m

Pisa Gal Galilei

Sat 8/30

9:50 am-9:45 am

3 stops30h 55m

$2,921

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Best time to book a flight from Midway to Pisa

Have a flexible travel schedule? Discover the best time to fly to Pisa 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 Pisa. 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 Pisa from Chicago Midway?

    Pisa Gal Galilei (PSA) is the airport you will fly into if you book a flight from Chicago Midway to Pisa. You should not have trouble finding flights to Gal Galilei from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Pisa airport from Chicago Midway. It is only a 2.7 mi journey from Gal Galilei (PSA) to Pisa’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Pisa 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 Pisa?

Book flights to Pisa if you plan to visit one of these locations
Monterosso al Mare
La Spezia
Livorno

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