Title: Cheap flights from Pisa to Chicago from $458 (PSA to ORD) - Expedia.com

![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# $458 Cheap Flights from Pisa (PSA) to Chicago (ORD)

[View $458 flight on Thu, May 7, 2026](https://expedia.com/Flights-Search?trip=oneway&leg1=from:PSA,to:ORD,departure:5/7/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:457.43&airProductToken=AQp1CjIIwoIBEgM2MTcYzwQg64kBKKivjAMwr7CMAzhPQABYAWoFTk9CQUdyCU9MTjVDNUJXUAo_CMKCARIEMTU0MhjriQEgrhwozbWMAzDVuYwDOE9AAVgBagVOT0JBR3IJT0xONUM1QldQegoIwYIBEgQxNTQyEgoIARABGAEqAkJBGAEiBAgBEAEoAigDMA0) 

## Popular airlines from Galileo Galilei Airport (PSA) to Chicago O'Hare Intl. Airport (ORD)

- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg)  
British Airways  
[](https://www.expedia.com/Flights-Search?leg1=from:PSA,to:ORD,departure:4/6/2026TANYT&leg2=from:ORD,to:PSA,departure:4/13/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"BA"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_KL.svg)  
KLM  
[](https://www.expedia.com/Flights-Search?leg1=from:PSA,to:ORD,departure:4/6/2026TANYT&leg2=from:ORD,to:PSA,departure:4/13/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"KL"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg)  
American Airlines  
[](https://www.expedia.com/Flights-Search?leg1=from:PSA,to:ORD,departure:4/6/2026TANYT&leg2=from:ORD,to:PSA,departure:4/13/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LH.svg)  
Lufthansa  
[](https://www.expedia.com/Flights-Search?leg1=from:PSA,to:ORD,departure:4/6/2026TANYT&leg2=from:ORD,to:PSA,departure:4/13/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LH"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_EI.svg)  
Aer Lingus  
[](https://www.expedia.com/Flights-Search?leg1=from:PSA,to:ORD,departure:4/6/2026TANYT&leg2=from:ORD,to:PSA,departure:4/13/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"EI"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_SK.svg)  
SAS  
[](https://www.expedia.com/Flights-Search?leg1=from:PSA,to:ORD,departure:4/6/2026TANYT&leg2=from:ORD,to:PSA,departure:4/13/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"SK"}}])

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## Cheap Flights from Pisa to Chicago (PSA-ORD)

Prices were available within the past 7 days and start at $458 for one-way flights and $667 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

![British Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/BA.gif)

Tue, Sep 15 - Tue, Sep 22

PSA

Pisa

ORD

Chicago

$667

Roundtrip

found 1 day ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:9/15/2026TANYT&leg2=from:ORD,to:PSA,departure:9/22/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:666.33&airProductToken=AQqlAQoxCMKCARIDNjE3GM8EIOuJASjW8JcDMN3xlwM4T0AAWAFqBU5PQkFHcghPS043VDhCVwoxCMKCARIDMTc1GOuJASCpUSjL95cDMKH7lwM4T0ABWAFqBU5PQkFHcghPS043VDhCVwo9CMKCARIENDc1MxipUSCuHCiy_JcDMNz9lwM4T0ABWAFqBU5PQkFHcghPS043VDhCV3oKCNmwARIENDc1MwpzCj4IwoIBEgQxNTE4GK4cIOuJASj4wpgDMM7GmAM4T0AAWAFqBU5PQkFHcghPS043VDhCV3oKCMGCARIEMTUxOAoxCMKCARIDNjE2GOuJASDPBCjryJgDMPfJmAM4T0ABWAFqBU5PQkFHcghPS043VDhCVxIKCAEQARgBKgJCQRgBIgQIARABKAIoAzAN)

![British Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/BA.gif)

Fri, Oct 9 - Tue, Oct 20

PSA

Pisa

ORD

Chicago

$667

Roundtrip

found 3 days ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:10/9/2026TANYT&leg2=from:ORD,to:PSA,departure:10/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:666.53&airProductToken=AQq0AQoxCMKCARIDNjE3GM8EIOuJASjW_pkDMN3_mQM4T0AAWAFqBU5PQkFHcghPS043VDhCVwo_CMKCARIEMTU5NhjriQEg4poBKI-FmgMwq4maAzhPQAFYAWoFTk9CQUdyCE9LTjdUOEJXegoIwYIBEgQxNTk2Cj4IwoIBEgQxNzk1GOKaASCuHCjoipoDMOyLmgM4T0ABWAFqBU5PQkFHcghPS043VDhCV3oKCMGCARIEMTc5NQpmCjEIwoIBEgMyOTYYrhwg64kBKIf-mgMw54GbAzhPQABYAWoFTk9CQUdyCE9LTjdUOEJXCjEIwoIBEgM2MTYY64kBIM8EKOuDmwMw94SbAzhPQAFYAWoFTk9CQUdyCE9LTjdUOEJXEgoIARABGAEqAkJBGAEiBAgBEAEoAigDMA0)

![British Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/BA.gif)

Tue, Sep 15 - Tue, Sep 22

PSA

Pisa

ORD

Chicago

$671

Roundtrip

found 1 day ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:9/15/2026TANYT&leg2=from:ORD,to:PSA,departure:9/22/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:670.83&airProductToken=AQqlAQoxCMKCARIDNjE3GM8EIOuJASjW8JcDMN3xlwM4T0AAWAFqBU5PQkFHcghPS043VDhCVwoxCMKCARIDMTc1GOuJASCpUSjL95cDMKH7lwM4T0ABWAFqBU5PQkFHcghPS043VDhCVwo9CMKCARIENDc1MxipUSCuHCiy_JcDMNz9lwM4T0ABWAFqBU5PQkFHcghPS043VDhCV3oKCNmwARIENDc1MwqlAQo9CMKCARIENTIyNBiuHCCpUSjTv5gDMN3AmAM4T0AAWAFqBU5PQkFHcghPS043VDhCV3oKCMGCARIENTIyNAoxCMKCARIDMTEyGKlRIOuJASimwZgDMNTEmAM4T0ABWAFqBU5PQkFHcghPS043VDhCVwoxCMKCARIDNjE0GOuJASDPBCifxZgDMKbGmAM4T0ABWAFqBU5PQkFHcghPS043VDhCVxIKCAEQARgBKgJCQRgBIgQIARABKAIoAzAN)

![British Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/BA.gif)

Tue, Sep 15 - Tue, Sep 22

PSA

Pisa

ORD

Chicago

$674

Roundtrip

found 1 day ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:9/15/2026TANYT&leg2=from:ORD,to:PSA,departure:9/22/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:673.83&airProductToken=AQqlAQoxCMKCARIDNjE3GM8EIOuJASjW8JcDMN3xlwM4T0AAWAFqBU5PQkFHcghPS043VDhCVwoxCMKCARIDMTc1GOuJASCpUSjL95cDMKH7lwM4T0ABWAFqBU5PQkFHcghPS043VDhCVwo9CMKCARIENDc1MxipUSCuHCiy_JcDMNz9lwM4T0ABWAFqBU5PQkFHcghPS043VDhCV3oKCNmwARIENDc1Mwq0AQo-CMKCARIENDgwNRiuHCCjsQEoxsGYAzDowpgDOE9AAFgBagVOT0JBR3IIT0tON1Q4Qld6CgjBggESBDQ4MDUKPwjCggESBDE1MzEYo7EBIOuJASiWw5gDMMbHmAM4T0ABWAFqBU5PQkFHcghPS043VDhCV3oKCMGCARIEMTUzMQoxCMKCARIDNjE2GOuJASDPBCjryJgDMPfJmAM4T0ABWAFqBU5PQkFHcghPS043VDhCVxIKCAEQARgBKgJCQRgBIgQIARABKAIoAzAN)

![Lufthansa](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LH.gif)

Fri, Oct 9 - Tue, Oct 20

PSA

Pisa

ORD

Chicago

$783

Roundtrip

found 3 days ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:10/9/2026TANYT&leg2=from:ORD,to:PSA,departure:10/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:782.63&airProductToken=AQp3CkAIzJABEgQ3NDAxGM8EIKUEKIP6mQMw5_qZAzhLQABYAWoIRUNPTElHSFRyCEtMVlFBWEJRegoIxZwBEgQ4ODcxCjMIzJABEgM0MzIYpQQgrhwomP2ZAzDXgZoDOEtAAVgBaghFQ09MSUdIVHIIS0xWUUFYQlEKgwEKPwjMkAESBDkxNTEYrhwgpQQo4vyaAzDbgJsDOEtAAFgBaghFQ09MSUdIVHIIS0xWUUFYQlF6CQjVggESAzkwNwpACMyQARIENzQwMhilBCDPBCjcg5sDMLuEmwM4S0ABWAFqCEVDT0xJR0hUcghLTFZRQVhCUXoKCMWcARIEODg3MhIKCAIQARgCKgJMSBgBIgQIARABKAIoAygEMAs)

![British Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/BA.gif)

Tue, Jun 9 - Mon, Jun 15

PSA

Pisa

ORD

Chicago

$786

Roundtrip

found 1 day ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:6/9/2026TANYT&leg2=from:ORD,to:PSA,departure:6/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:785.33&airProductToken=AQqlAQoxCMKCARIDNjE3GM8EIOuJASiWoo8DMJ2jjwM4T0AAWAFqBU5PQkFHcghPS043VDhCVwoxCMKCARIDMTE3GOuJASCpUSiYqI8DMO6rjwM4T0ABWAFqBU5PQkFHcghPS043VDhCVwo9CMKCARIENDc1MxipUSCuHCiXrY8DMMWujwM4T0ABWAFqBU5PQkFHcghPS043VDhCV3oKCMGCARIENDc1MwpmCjEIwoIBEgMyOTYYrhwg64kBKKfpjwMwh-2PAzhRQABYAWoFTk9CQUdyCFFLTjNDOEI0CjEIwoIBEgM2MTYY64kBIM8EKK7vjwMwv_CPAzhRQAFYAWoFTk9CQUdyCFFLTjNDOEI0EgoIARABGAEqAkJBGAEiBAgBEAEoAigDMA0)

![Lufthansa](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LH.gif)

Fri, Oct 9 - Tue, Oct 20

PSA

Pisa

ORD

Chicago

$803

Roundtrip

found 3 days ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:10/9/2026TANYT&leg2=from:ORD,to:PSA,departure:10/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:802.83&airProductToken=AQp3CkAIzJABEgQ3NDAzGM8EIKUEKOP9mQMwx_6ZAzhLQABYAWoIRUNPTElHSFRyCEtMVlFBWEJRegoIxZwBEgQ4ODczCjMIzJABEgM0MzIYpQQgrhwouIiaAzD3jJoDOEtAAVgBaghFQ09MSUdIVHIIS0xWUUFYQlEKgwEKPwjMkAESBDkxNTMYrhwgpQQomvuaAzCO_5oDOEtAAFgBaghFQ09MSUdIVHIIS0xWUUFYQlF6CQjVggESAzk0NApACMyQARIENzQwMBilBCDPBCiGgJsDMOWAmwM4S0ABWAFqCEVDT0xJR0hUcghLTFZRQVhCUXoKCMWcARIEODg3MBIKCAIQARgCKgJMSBgBIgQIARABKAIoAygEMAs)

![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif)

Fri, Oct 9 - Tue, Oct 20

PSA

Pisa

ORD

Chicago

$806

Roundtrip

found 3 days ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:10/9/2026TANYT&leg2=from:ORD,to:PSA,departure:10/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:805.63&airProductToken=AQqDAQpACNWCARIEOTY4MBjPBCClBCiD-pkDMOf6mQM4S0AAWAFqCEVDT0JBU0lDcghLTFZRS1hCUXoKCMWcARIEODg3MQo_CNWCARIEODgzNBilBCCuHCiY_ZkDMNeBmgM4S0ABWAFqCEVDT0JBU0lDcghLTFZRS1hCUXoJCMyQARIDNDMyCncKMwjVggESAzkwNxiuHCClBCji_JoDMNuAmwM4S0AAWAFqCEVDT0JBU0lDcghLTFZRS1hCUQpACMyQARIENzQwMhilBCDPBCjcg5sDMLuEmwM4S0ABWAFqCEVDT0JBU0lDcghLTFZRS1hCUXoKCMWcARIEODg3MhIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE)

![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)

Fri, Oct 9 - Tue, Oct 20

PSA

Pisa

ORD

Chicago

$811

Roundtrip

found 3 days ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:10/9/2026TANYT&leg2=from:ORD,to:PSA,departure:10/20/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:810.53&airProductToken=AQp-Cj0IwYIBEgQ2Njc4GM8EIOuJASib_JkDMKz9mQM4U0AAWAFqBUJBU0lDcghPS043QzhCNHoJCMKCARIDNjEzCj0IwYIBEgQ3MDE3GOuJASCuHCj6hpoDMIeLmgM4T0ABWAFqBUJBU0lDcghPS043QzhCNHoJCMKCARIDMjk5Cn4KPQjBggESBDcwMDMYrhwg64kBKIj8mgMw3v-aAzhPQABYAWoFQkFTSUNyCE9LTjdDOEI0egkIwoIBEgMyOTQKPQjBggESBDY4NDEY64kBIM8EKOuDmwMw94SbAzhPQAFYAWoFQkFTSUNyCE9LTjdDOEI0egkIwoIBEgM2MTYSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL)

![Air Dolomiti](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/EN.gif)

Tue, Jun 9 - Mon, Jun 15

PSA

Pisa

ORD

Chicago

$838

Roundtrip

found 1 day ago

[](https://expedia.com/Flights-Search?trip=roundtrip&leg1=from:PSA,to:ORD,departure:6/9/2026TANYT&leg2=from:ORD,to:PSA,departure:6/15/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:837.03&airProductToken=AQqYAQoxCMWcARIEODg3MxjPBCClBCiooY8DMIyijwM4TEAAWAFqBUJBU0lDcghLTFZRS1hCUQowCMGGARIDODQ1GKUEIJhdKLuojwMwkayPAzhLQAFYAWoFQkFTSUNyCEtMVlFLWEJRCjEIwYYBEgQ4NDgxGJhdIK4cKOusjwMwhq6PAzhLQAFYAWoFQkFTSUNyCEtMVlFLWEJRCqUBCjEIwYYBEgM1MDQYrhwgmM4BKP_jjwMw4-SPAzhLQABYAWoFQkFTSUNyCEtMVlFLWEJRCjEIwYYBEgM4NDAYmM4BIKUEKNjmjwMwruqPAzhLQAFYAWoFQkFTSUNyCEtMVlFLWEJRCj0IzJABEgQ3NDAwGKUEIM8EKJzrjwMw--uPAzhLQAFYAWoFQkFTSUNyCEtMVlFLWEJRegoIxZwBEgQ3NDAwEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwAQ)

## Frequently asked questions

### How much does a flight from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.) cost?

### What is the cheapest month to fly from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### Which airlines fly direct from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### What is the cheapest airline that flies from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### How do I find cheap flights from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### What is the best time to fly from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### What is the earliest flight from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### What are the most popular departure times for flights from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### How long does it take to fly from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### Can you fly business or first class from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

### How do I earn miles on a Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?

### What airports do you fly into for Chicago from Galileo Galilei (PSA)?

### Is it cheaper to buy a plane ticket from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?

### Is it cheaper to book a Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?

### Can I cancel or change the date of my flight from Pisa (PSA-Galileo Galilei) to Chicago, IL (ORD-O'Hare Intl.)?

## Travel information

| Origin airport      | Galileo Galilei |
| ------------------- | --------------- |
| Destination airport | O'Hare Intl.    |
| Airlines serving    | KLM             |
| Roundtrip price     | $666            |
| Distance            | 4656 mi         |

## Book with confidence

# Pisa to Chicago Flights

The cheapest times to fly from Pisa to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Pisa to Chicago are during the month of September. You can find some of the cheapest flights from Pisa to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Pisa to Chicago

Sunday is one of the best days to book for cheap flights from Pisa to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Pisa to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Pisa to Chicago in 2026\. You can also book with separate airlines for your outbound and return journeys, from $458 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference\*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Pisa to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's [vacation packages](https://www.expedia.com/package-deals). Bundling together your Pisa to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

\*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023\. The percentages you see are averages.

\*Flight schedules are subject to change.

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- [Hotels near Rosemont O'Hare Transfer Station ](https://www.expedia.com/Rosemont-OHare-Transfer-Station-Hotels.d6214246.Travel-Guide-Hotels)
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- [Hotels with an Indoor Pool in Rosemont ](https://www.expedia.com/Rosemont-Hotels-Hotels-With-Indoor-Pool.0-0-d7581-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
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- [Hotels near Parkway Bank Park Entertainment District ](https://www.expedia.com/Parkway-Bank-Park-Entertainment-District-Hotels.0-l553248621561882886-0.Travel-Guide-Filter-Hotels)
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- [Hotels with Connecting Rooms in Rosemont ](https://www.expedia.com/Rosemont-Hotels-Hotels-With-Adjoining-Rooms.0-0-d7581-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels)
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- [Loews Hotels in Rosemont ](https://www.expedia.com/Rosemont-Hotels-Loews.0-0-d7581--bLoews.Travel-Guide-Filter-Hotels)
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- [Houseboats in Rosemont ](https://www.expedia.com/Rosemont-Houseboats.d7581-aaHouseboats.Travel-Guide-Accommodation)
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- [Golf Hotels in Rosemont ](https://www.expedia.com/Rosemont-Hotels-Golf-Hotel.0-0-d7581-tGolfHotel.Travel-Guide-Filter-Hotels)

- [Flights to Chicago ](https://www.expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
- [Dallas to Rosemont ](https://www.expedia.com/lp/flights/178253/7581/dallas-to-rosemont)
- [Houston to Rosemont ](https://www.expedia.com/lp/flights/178265/7581/houston-to-rosemont)
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- [Flights from Rosemont ](https://www.expedia.com/lp/flights/7581/flights-from-rosemont)

- [Impact Field ](https://www.expedia.com/Impact-Field-OHare.d700997637155209216.Vacation-Attraction)
- [Visit Rosemont ](https://www.expedia.com/Rosemont.dx7581)
- [Parkway Bank Park Entertainment District ](https://www.expedia.com/Parkway-Bank-Park-Entertainment-District-OHare.d553248621561882886.Vacation-Attraction)
- [Rosemont Vacations ](https://www.expedia.com/Rosemont.d7581.Destination-Travel-Guides)

- [Car rentals near Chicago ](https://www.expedia.com/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)
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- [Hertz Rental Cars in Rosemont ](https://www.expedia.com/Hertz-Car-Rentals-In-Rosemont.d7581-c40.Car-Rental-Guide-Suppliers)
- [Enterprise Rental Cars in Rosemont ](https://www.expedia.com/Enterprise-Car-Rentals-In-Rosemont.d7581-c15.Car-Rental-Guide-Suppliers)
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- [Avis Rental Cars in Rosemont ](https://www.expedia.com/Avis-Car-Rentals-In-Rosemont.d7581-c41.Car-Rental-Guide-Suppliers)
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- [Thrifty Car Rental Rental Cars in Rosemont ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Rosemont.d7581-c45.Car-Rental-Guide-Suppliers)

- [Rosemont Vacation Rentals ](https://www.expedia.com/Rosemont-Vacation-Rentals.d7581.Travel-Guide-VacationRentals)

- [Things to do in Rosemont ](https://www.expedia.com/Things-To-Do-In-Rosemont.d7581.Travel-Guide-Activities)

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