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$389+ Cheap flights from Midway (MDW) to Pisa (PSA)

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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PSA
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Find flight deals from Midway to Pisa

Best flights from Midway to Pisa
Discover carefully curated flight deals from Midway to Pisa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 16, 2025.

This KLM deal was found by Cheapflights users on 10/14. 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 4/11:00 pmMDW - PSA
2 stops18h 05mKLM
Sun 4/58:45 amPSA - MDW
2 stops40h 49mKLM
Deal found 10/14$1,129
This KLM deal was found by Cheapflights users on 10/15. 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.
Sun 3/299:30 amMDW - PSA
2 stops22h 10mKLM
Thu 4/22:50 pmPSA - MDW
2 stops37h 56mKLM
Deal found 10/15$2,079

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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,129
(KLM)

One-way from

$389
(Kiwi.com)
Provider with most accurate pricing for Chicago Midway-Pisa Gal Galilei flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Pisa Gal Galilei flights.
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From Chicago Midway to Pisa Gal Galilei
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One-way flight from Chicago Midway to Pisa Gal Galilei
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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 October 16, 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

Wed 4/1

1:00 pm-2:05 pm

2 stops18h 05m

Pisa Gal Galilei

Sun 4/5

8:45 am-6:34 pm

2 stops40h 49m

$1,129

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Sun 3/29

9:30 am-2:40 pm

2 stops22h 10m

Pisa Gal Galilei

Thu 4/2

2:50 pm-9:46 pm

2 stops37h 56m

$2,079

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Sat 11/15

2:05 pm-3:30 pm

2 stops18h 25m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Pisa flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Pisa flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Pisa flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Pisa flights, Cheapflights users trust FlightHub the most. FlightHub 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-Pisa 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 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.

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

    There are many flights that can get you from Chicago Midway Airport to Pisa in 18h 05m. Fly via KLM to get the fastest option. Chicago Midway Airport and Pisa are separated by a distance of 4655 mi.

  • 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
La Spezia
Livorno
Monterosso al Mare

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