Title: CA $745 Cheap Flights from Cairo (CAI) to Chicago (ORD) - Expedia.ca

 

![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)

# CA $745 Cheap Flights from Cairo (CAI) to Chicago (ORD)

[View CA $745 flight on Sun, Feb 22, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:CAI,to:ORD,departure:22/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:744.50&airProductToken=AQpWCikI0pQBEgM1MDgYgkAggGMo6eeFAzDD6IUDOFFAAFgBcghRTFNBVkVHMQopCNKUARIDMjYzGIBjIK4cKLbphQMw0e-FAzhRQAFYAXIIUUxTQVZFRzESCggBEAEYASoCUkoYASIECAEQASgCKAMoBDAB)

-   [Roundtrip](?flightType=roundtrip)
-   [One-way](?flightType=oneway)
-   [Multi-city](?flightType=multicity)

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## Popular airlines from Cairo Intl. Airport (CAI) to Chicago O'Hare International Airport (ORD)

-   ![British Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_BA.svg)
    
    British Airways
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:CAI,to:ORD,departure:10/12/2025TANYT&leg2=from:ORD,to:CAI,departure:17/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"BA"}}])
-   ![Etihad Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_EY.svg)
    
    Etihad Airways
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:CAI,to:ORD,departure:10/12/2025TANYT&leg2=from:ORD,to:CAI,departure:17/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"EY"}}])
-   ![Turkish Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_TK.svg)
    
    Turkish Airlines
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:CAI,to:ORD,departure:10/12/2025TANYT&leg2=from:ORD,to:CAI,departure:17/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"TK"}}])
-   ![Emirates](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_EK.svg)
    
    Emirates
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:CAI,to:ORD,departure:10/12/2025TANYT&leg2=from:ORD,to:CAI,departure:17/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"EK"}}])
-   ![Lufthansa](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_LH.svg)
    
    Lufthansa
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:CAI,to:ORD,departure:10/12/2025TANYT&leg2=from:ORD,to:CAI,departure:17/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"LH"}}])
-   ![Qatar Airways](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_QR.svg)
    
    Qatar Airways
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:CAI,to:ORD,departure:10/12/2025TANYT&leg2=from:ORD,to:CAI,departure:17/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"QR"}}])
-   ![Royal Jordanian](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_RJ.svg)
    
    Royal Jordanian
    
    [](https://www.expedia.ca/Flights-Search?leg1=from:CAI,to:ORD,departure:10/12/2025TANYT&leg2=from:ORD,to:CAI,departure:17/12/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"RJ"}}])

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## Cheap flights from Cairo (CAI) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $745 for one-way flights and CA $848 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)

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $848

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:847.10&airProductToken=AQpmCjEIwoIBEgMzOTcYgkAg64kBKO6XmQMwpJqZAzhPQABYAWoFTk9CQUdyCE9MTkMwMEI2CjEIwoIBEgMyOTUY64kBIK4cKOKgmQMw6qSZAzhPQAFYAWoFTk9CQUdyCE9MTkMwMEI2CmYKMQjCggESAzI5NBiuHCDriQEoyLiaAzCevJoDOE9AAFgBagVOT0JBR3IIT0xOQzAwQjYKMQjCggESAzM5NhjriQEggkAopb2aAzDMv5oDOE9AAVgBagVOT0JBR3IIT0xOQzAwQjYSCggBEAEYASoCQkEYASIECAEQASgCKAMwDQ)

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

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $953

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:952.40&airProductToken=AQpUCikIzJ4BEgMxNTAYgkAglrABKN2RmQMwzZOZAzhWQABYAXIHVkEzMEVOQgonCMyeARIBMxiWsAEgrhwo0JeZAzCynJkDOFZAAVgBcgdWQTMwRU5CClQKJwjMngESATQYrhwglrABKOq6mgMwi7-aAzhMQABYAXIHTEE2OEVOQgopCMyeARIDMTQ5GJawASCCQCisw5oDMJfFmgM4TEABWAFyB0xBNjhFTkISCggBEAEYASoCTE8YASIECAEQASgCKAMoBDAB)

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

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $996

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:995.50&airProductToken=AQpwCjYIxJgBEgQ4MjAzGIJAIOIwKP6QmQMwkZOZAzhFQABYAXIIWEdMMFNCUkF6CgjBjAESBDgyMDMKNgjEmAESBDg3NTYY4jAgrhwo_pWZAzCQmpkDOEVAAVgBcghYR0wwU0JSQXoKCMGMARIEODc1NgqeAQorCMSYARIEMjgxNhiuHCDBkwEonreaAzC5uJoDOEVAAFgBcghYR0wwU0JSQQo3CMSYARIEODcyMxjBkwEg4jAozLqaAzDhvZoDOEVAAVgBcghYR0wwU0JSQXoKCMGMARIEODcyMwo2CMSYARIEODIwMhjiMCCCQCiCwpoDMIbEmgM4RUABWAFyCFhHTDBTQlJBegoIwYwBEgQ4MjAyEgoIARABGAEqAkRMGAEiBAgBEAEoAigDKAQwAQ)

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

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $1,003

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1002.90&airProductToken=AQqPAQo2CMSYARIEODIwMxiCQCDiMCj-kJkDMJGTmQM4RUAAWAFyCFhHTDBTQlJBegoIwYwBEgQ4MjAzCikIxJgBEgMyNjcY4jAgqVEoopSZAzCWmJkDOEVAAVgBcghYR0wwU0JSQQoqCMSYARIENTc4MxipUSCuHCj8mZkDMLGbmQM4RUABWAFyCFhHTDBTQlJBCo4BCioIxJgBEgQyNzM4GK4cIOBcKP-4mgMwgLqaAzhFQABYAXIIWEdMMFNCUkEKKAjEmAESAjg0GOBcIOIwKLO6mgMwtr6aAzhFQAFYAXIIWEdMMFNCUkEKNgjEmAESBDgyMDIY4jAggkAogsKaAzCGxJoDOEVAAVgBcghYR0wwU0JSQXoKCMGMARIEODIwMhIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE)

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

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $1,033

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1032.10&airProductToken=AQpvCi8IwoIBEgMzOTcYgkAg64kBKO6XmQMwpJqZAzhPQABYAWoDQkFHcghPTE5DMDBNNAo8CMKCARIEMTU0MhjriQEgrhwo75-ZAzD3o5kDOE9AAVgBagNCQUdyCE9MTkMwME00egoIwYIBEgQxNTQyCmIKLwjCggESAzI5NhiuHCDriQEox7qaAzCnvpoDOE9AAFgBagNCQUdyCE9MTkMwME00Ci8IwoIBEgMzOTgY64kBIIJAKNDBmgMw_MOaAzhPQAFYAWoDQkFHcghPTE5DMDBNNBIKCAEQARgBKgJCQRgBIgQIARABKAIoAzAN)

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

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $1,071

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1070.70&airProductToken=AQpiCi8IwoIBEgMzOTkYgkAg64kBKOmSmQMws5WZAzhPQABYAWoDQkFHcghPTE5DMDBNNAovCMKCARIDMjk3GOuJASCuHCi3l5kDMNObmQM4T0ABWAFqA0JBR3IIT0xOQzAwTTQKnwEKOwjCggESBDUyMjQYrhwgqVEog7eaAzCRuJoDOE9AAFgBagNCQUdyCE9MTkMwME00egoIwYIBEgQ1MjI0Ci8IwoIBEgMxODAYqVEg64kBKJi5mgMwwbyaAzhPQAFYAWoDQkFHcghPTE5DMDBNNAovCMKCARIDMzk2GOuJASCCQCilvZoDMMy_mgM4T0ABWAFqA0JBR3IIT0xOQzAwTTQSCggBEAEYASoCQkEYASIECAEQASgCKAMwDQ)

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

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $1,079

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1078.60&airProductToken=AQqsAQovCMKCARIDMzk5GIJAIOuJASjpkpkDMLOVmQM4T0AAWAFqA0JBR3IIT0xOQzAwTTQKPAjCggESBDE1MzgY64kBIO9ZKJKWmQMw8pmZAzhPQAFYAWoDQkFHcghPTE5DMDBNNHoKCMGCARIEMTUzOAo7CMKCARIEMTY5ORjvWSCuHCjnmpkDMPebmQM4T0ABWAFqA0JBR3IIT0xOQzAwTTR6CgjBggESBDE2OTkKYgovCMKCARIDMjk0GK4cIOuJASjIuJoDMJ68mgM4T0AAWAFqA0JBR3IIT0xOQzAwTTQKLwjCggESAzM5NhjriQEggkAopb2aAzDMv5oDOE9AAVgBagNCQUdyCE9MTkMwME00EgoIARABGAEqAkJBGAEiBAgBEAEoAigDMA0)

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

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $1,080

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1079.74&airProductToken=AQqgAQovCMKCARIDMzk5GIJAIOuJASjpkpkDMLOVmQM4T0AAWAFqA0JBR3IIT0xOQzAwTTQKLwjCggESAjkzGOuJASCYzgEov5aZAzCVmpkDOE9AAVgBagNCQUdyCE9MTkMwME00CjwIwoIBEgQ1NzY0GJjOASCuHCiwm5kDMKOcmQM4T0ABWAFqA0JBR3IIT0xOQzAwTTR6CgjNogESBDU3NjQKYgovCMKCARIDMjk4GK4cIOuJASjFuZoDMKW9mgM4T0AAWAFqA0JBR3IIT0xOQzAwTTQKLwjCggESAzM5OBjriQEggkAo0MGaAzD8w5oDOE9AAVgBagNCQUdyCE9MTkMwME00EgoIARABGAEqAkJBGAEiBAgBEAEoAigDMA0)

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

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $1,106

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1105.90&airProductToken=AQpQCiYIwbQBEgM4OTUYgkAgxXAoyZGZAzCWk5kDOExAAFgBcgVMQ0xNRQomCMG0ARIDNjI4GMVwIK4cKJ2UmQMwopmZAzhMQAFYAXIFTENMTUUKUAomCMG0ARIDNjI5GK4cIMVwKNC3mgMwhbyaAzhMQABYAXIFTENMTUUKJgjBtAESAzg5NhjFcCCCQCjAvpoDMIPAmgM4TEABWAFyBUxDTE1FEgoIARABGAEqAkFaGAEiBAgBEAEoAigDKAQwAQ)

![Swiss International Air Lines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/LX.gif)

Wed, Sep 30 - Wed, Oct 14

CAI

Cairo

ORD

Chicago

CA $1,226

Roundtrip

found 5 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:CAI,to:ORD,departure:30/09/2026TANYT&leg2=from:ORD,to:CAI,departure:14/10/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1226.00&airProductToken=AQpUCikIzLABEgMyMzkYgkAguTwo7peZAzDymZkDOExAAFgBcghMWDZYS1lOQwonCMywARIBNhi5PCCuHCjHn5kDMJCkmQM4TEABWAFyCExYNlhLWU5DClQKJwjMsAESATkYrhwguTwoxbmaAzDSvZoDOEtAAFgBcghLWDZRS1lOQwopCMywARIDMjM4GLk8IIJAKKK-mgMwksCaAzhLQAFYAXIIS1g2UUtZTkMSCggBEAEYASoCTFgYASIECAEQASgCKAMoBDAB)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Limited-time deals: save up to 50% on select hotels

[Book now](https://expedia.ca/deals?rfrr=FTG_BF_PROMO_)

## Find the cheapest month to fly from Cairo (CAI) to Chicago (ORD)

### March is typically the cheapest month to fly

From CA $816 - CA $1,464 per traveller.

Flight from Cairo to Chicago (CAI - ORD) route information

| Origin airport | Cairo Intl. |
| --- | --- |
| Destination airport | O'Hare Intl. |
| Roundtrip price | CA $847 |
| Distance | 9817 km |

## Cairo to Chicago Flights

**The easy way to book your flights from Cairo to Chicago** 

With Expedia, it’s simple to find and book flights to Chicago from Cairo whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Cairo to Chicago today, tomorrow, or this week.  

**Save dollars with cheap flights from Cairo Intl., CAI to O'Hare Intl., ORD** 

Sort your search results by price to find great deals on your flight from Cairo to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Cairo currently is just CA $848 rising to CA $1,226.  

Here are more money-saving tips: 

-   Fly in September when flight prices are normally at their lowest 
-   Book about a month to 6 weeks before you travel for the best prices to Chicago  
-   Avoid peak season and weekends when flights can cost more
-   Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
-   One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

**Reasons to choose Expedia for your flight to Chicago from Cairo** 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

## Frequently asked questions

### How much is a flight from CAI to O'Hare Intl. Airport (ORD)?

> The lowest price advertised for a round-trip flight between Cairo Intl. Airport (CAI) and O'Hare Intl. Airport (ORD) is CA $848. But you better get moving. This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

### Do I need to pay a cancellation fee if I cancel my flight from Cairo Intl. Airport (CAI) to O'Hare Airport?

> The majority of flights can be conveniently cancelled online, but whether you incur a fee differs between airlines. If you do have to cancel your trip, follow the instructions in the [Customer Service Portal](https://www.expedia.ca/helpcenter).

### How do I find cheap flights from Cairo Intl. Airport to O'Hare Airport that have flexible change policies?

> Flights from CAI to O'Hare Intl. Airport (ORD) with flexible change policies are available with many airlines. Simply use our "No change fees" filter during your search. You'll only need to pay the fare difference, with no additional fees to worry about.

### How many hours is the flight from CAI to O'Hare Airport?

> The flight time from Cairo Intl. Airport (CAI) to O'Hare Intl. Airport (ORD) is roughly 15 hours and 12 minutes. It's is no small journey, so remember to fill your carry-on bag with whatever you need to keep you entertained.

### How far is the flight from Cairo Intl. Airport (CAI) to ORD?

> Cairo to Chicago is around 9,900 kilometres, so get ready to spend quite a while in the air. Don't forget to pack all the essentials, from your hoodie to your headphones. Take a couple of snacks to munch on throughout your trip too.

### Which airlines fly direct from Cairo Intl. Airport (CAI) to O'Hare Airport?

> Unfortunately, there aren't any airlines that fly direct between Cairo Intl. Airport and ORD. You'll need to book a flight with one or more stops.

### Are Cairo Intl. Airport (CAI) to ORD flight tickets cheaper when they're purchased at the last minute?

> Booking your trip from Cairo Intl. Airport to ORD last minute could save you some serious cash. However, it might cost you a whole lot more! If you'd rather not take any chances, book well ahead of your departure date. In fact, Expedia has some of the biggest bargains as far ahead as 12 months in advance. If your preferred carrier hasn't released tickets yet, check back regularly as deals are updated all the time on Expedia.

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### Flights

-   [Flights from Calgary to Rosemont](https://www.expedia.ca/lp/flights/178245/7581/calgary-to-rosemont)
-   [Flights from Denver to Northwest Chicago](https://www.expedia.ca/lp/flights/178254/6350697/denver-to-northwest-chicago)
-   [Flights from Los Angeles to Evanston](https://www.expedia.ca/lp/flights/178280/8049/los-angeles-to-evanston)
-   [Flights from Mexico City to Northwest Chicago](https://www.expedia.ca/lp/flights/178285/6350697/mexico-city-to-northwest-chicago)
-   [Flights from New York to Evanston](https://www.expedia.ca/lp/flights/178293/8049/new-york-to-evanston)
-   [Flights from Ottawa to Evanston](https://www.expedia.ca/lp/flights/178296/8049/ottawa-to-evanston)
-   [Flights from Philadelphia to Rosemont](https://www.expedia.ca/lp/flights/178297/7581/philadelphia-to-rosemont)
-   [Flights from Portland to Rosemont](https://www.expedia.ca/lp/flights/178299/7581/portland-to-rosemont)
-   [Flights from San Francisco to Evanston](https://www.expedia.ca/lp/flights/178305/8049/san-francisco-to-evanston)
-   [Flights from Seattle to Rosemont](https://www.expedia.ca/lp/flights/178307/7581/seattle-to-rosemont)
-   [Flights from Washington to Evanston](https://www.expedia.ca/lp/flights/178318/8049/washington-to-evanston)
-   [Flights from Lincoln to Rush Street](https://www.expedia.ca/lp/flights/602964/6175183/lincoln-to-rush-street)
-   [Flights from Winnipeg to Rosemont](https://www.expedia.ca/lp/flights/6141041/7581/winnipeg-to-rosemont)
-   [Flights from Ashland (AHM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ahm/chi/ashland-to-chicago)
-   [Flights from Ann Arbor (ARB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/arb/mdw/ann-arbor-to-chicago)
-   [Flights from Aspen (ASE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ase/mdw/aspen-to-chicago)
-   [Flights from Atlanta (ATL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/atl/mdw/atlanta-to-chicago)
-   [Flights from Aurora (AUZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/auz/mdw/aurora-to-chicago)
-   [Flights from Hartford (BDL) to Chicago (CHI)](https://www.expedia.ca/lp/flights/bdl/chi/hartford-to-chicago)
-   [Flights from León (BJX) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bjx/mdw/leon-to-chicago)
-   [Flights from Bellingham (BLI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bli/mdw/bellingham-to-chicago)
-   [Flights from Belleville (BLV) to Chicago (CHI)](https://www.expedia.ca/lp/flights/blv/chi/belleville-to-chicago)
-   [Flights from Boston (BOS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bos/mdw/boston-to-chicago)
-   [Flights from Burlington (BTV) to Chicago (CHI)](https://www.expedia.ca/lp/flights/btv/chi/burlington-to-chicago)
-   [Flights from Burlington (BTV) to Chicago (MDW)](https://www.expedia.ca/lp/flights/btv/mdw/burlington-to-chicago)
-   [Flights from Buffalo (BUF) to Chicago (CHI)](https://www.expedia.ca/lp/flights/buf/chi/buffalo-to-chicago)
-   [Flights from Buffalo (BUF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/buf/mdw/buffalo-to-chicago)
-   [Flights from Baltimore (BWI) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bwi/mdw/baltimore-to-chicago)
-   [Flights from Blaine (BWS) to Chicago (CHI)](https://www.expedia.ca/lp/flights/bws/chi/blaine-to-chicago)
-   [Flights from Belize City (BZE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/bze/mdw/belize-city-to-chicago)
-   [Flights from Charleston (CHS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/chs/mdw/charleston-to-chicago)
-   [Flights from Cleveland (CLE) to Chicago (MDW)](https://www.expedia.ca/lp/flights/cle/mdw/cleveland-to-chicago)
-   [Flights from Danville (DAN) to Chicago (CHI)](https://www.expedia.ca/lp/flights/dan/chi/danville-to-chicago)
-   [Flights from Delhi (DEL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/del/mdw/delhi-to-chicago)
-   [Flights from Des Moines (DSM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dsm/mdw/des-moines-to-chicago)
-   [Flights from Detroit (DTW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/dtw/mdw/detroit-to-chicago)
-   [Flights from Detroit (DTW) to Chicago (PWK)](https://www.expedia.ca/lp/flights/dtw/pwk/detroit-to-chicago)
-   [Flights from Exeter (EXT) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ext/chi/exeter-to-chicago)
-   [Flights from Fishers Island (FID) to Chicago (MDW)](https://www.expedia.ca/lp/flights/fid/mdw/fishers-island-to-chicago)
-   [Flights from Flint (FNT) to Waukegan (UGN)](https://www.expedia.ca/lp/flights/fnt/ugn/flint-to-waukegan)
-   [Flights from Green Bay (GRB) to Waukegan (UGN)](https://www.expedia.ca/lp/flights/grb/ugn/green-bay-to-waukegan)
-   [Flights from Grand Rapids (GRR) to Chicago (PWK)](https://www.expedia.ca/lp/flights/grr/pwk/grand-rapids-to-chicago)
-   [Flights from Gary (GYY) to Chicago (CHI)](https://www.expedia.ca/lp/flights/gyy/chi/gary-to-chicago)
-   [Flights from Niagara Falls (IAG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/iag/chi/niagara-falls-to-chicago)
-   [Flights from Niagara Falls (IAG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/iag/mdw/niagara-falls-to-chicago)
-   [Flights from Wilmington (ILM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ilm/chi/wilmington-to-chicago)
-   [Flights from Indianapolis (IND) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ind/chi/indianapolis-to-chicago)
-   [Flights from Nakhon Phanom (KOP) to Chicago (MDW)](https://www.expedia.ca/lp/flights/kop/mdw/nakhon-phanom-to-chicago)
-   [Flights from Las Vegas (LAS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/las/mdw/las-vegas-to-chicago)
-   [Flights from Los Angeles (LAX) to Chicago (CHI)](https://www.expedia.ca/lp/flights/lax/chi/los-angeles-to-chicago)
-   [Flights from Montego Bay (MBJ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mbj/mdw/montego-bay-to-chicago)
-   [Flights from Orlando (MCO) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mco/mdw/orlando-to-chicago)
-   [Flights from Michigan City (MGC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/mgc/mdw/michigan-city-to-chicago)
-   [Flights from Muscle Shoals (MSL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/msl/mdw/muscle-shoals-to-chicago)
-   [Flights from Minneapolis (MSP) to Chicago (CHI)](https://www.expedia.ca/lp/flights/msp/chi/minneapolis-to-chicago)
-   [Flights from New York (NYC) to Chicago (CHI)](https://www.expedia.ca/lp/flights/nyc/chi/new-york-to-chicago)
-   [Flights from Omaha (OMA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/oma/mdw/omaha-to-chicago)
-   [Flights from Chicago (ORD) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ord/chi/chicago-to-chicago)
-   [Flights from Philadelphia (PHL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/phl/mdw/philadelphia-to-chicago)
-   [Flights from Pueblo (PUB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/pub/mdw/pueblo-to-chicago)
-   [Flights from Punta Cana (PUJ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/puj/chi/punta-cana-to-chicago)
-   [Flights from Roanoke (ROA) to Chicago (MDW)](https://www.expedia.ca/lp/flights/roa/mdw/roanoke-to-chicago)
-   [Flights from Selinsgrove (SEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/seg/mdw/selinsgrove-to-chicago)
-   [Flights from Sacramento (SMF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/smf/mdw/sacramento-to-chicago)
-   [Flights from St. Louis (STL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/stl/mdw/st-louis-to-chicago)
-   [Flights from Newburgh (SWF) to Chicago (MDW)](https://www.expedia.ca/lp/flights/swf/mdw/newburgh-to-chicago)
-   [Flights from Sydney (SYD) to Chicago (MDW)](https://www.expedia.ca/lp/flights/syd/mdw/sydney-to-chicago)
-   [Flights from Syracuse (SYR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/syr/mdw/syracuse-to-chicago)
-   [Flights from Fort Leonard Wood (TBN) to Chicago (MDW)](https://www.expedia.ca/lp/flights/tbn/mdw/fort-leonard-wood-to-chicago)
-   [Flights from Ua Pou (UAP) to Chicago (CHI)](https://www.expedia.ca/lp/flights/uap/chi/ua-pou-to-chicago)
-   [Flights from Fort Frances (YAG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yag/chi/fort-frances-to-chicago)
-   [Flights from Brandon (YBR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ybr/mdw/brandon-to-chicago)
-   [Flights from Nanaimo (YCD) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ycd/chi/nanaimo-to-chicago)
-   [Flights from St. Catharines (YCM) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ycm/chi/st-catharines-to-chicago)
-   [Flights from Edmonton (YEA) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yea/chi/edmonton-to-chicago)
-   [Flights from Edmonton (YEG) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yeg/chi/edmonton-to-chicago)
-   [Flights from Edmonton (YEG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yeg/mdw/edmonton-to-chicago)
-   [Flights from Flin Flon (YFO) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yfo/chi/flin-flon-to-chicago)
-   [Flights from Hamilton (YHM) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yhm/mdw/hamilton-to-chicago)
-   [Flights from Kamloops (YKA) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yka/chi/kamloops-to-chicago)
-   [Flights from Kelowna (YLW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ylw/mdw/kelowna-to-chicago)
-   [Flights from Montreal (YMQ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/ymq/chi/montreal-to-chicago)
-   [Flights from Ottawa (YOW) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yow/mdw/ottawa-to-chicago)
-   [Flights from Peterborough (YPQ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ypq/mdw/peterborough-to-chicago)
-   [Flights from Québec (YQB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqb/mdw/quebec-to-chicago)
-   [Flights from Regina (YQR) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yqr/chi/regina-to-chicago)
-   [Flights from Regina (YQR) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yqr/mdw/regina-to-chicago)
-   [Flights from Gander (YQX) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yqx/chi/gander-to-chicago)
-   [Flights from Sudbury (YSB) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ysb/mdw/sudbury-to-chicago)
-   [Flights from Timmins (YTS) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yts/mdw/timmins-to-chicago)
-   [Flights from Toronto (YTZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ytz/mdw/toronto-to-chicago)
-   [Flights from Montreal (YUL) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yul/mdw/montreal-to-chicago)
-   [Flights from Winnipeg (YWG) to Chicago (MDW)](https://www.expedia.ca/lp/flights/ywg/mdw/winnipeg-to-chicago)
-   [Flights from Winnipeg (YWG) to Chicago (PWK)](https://www.expedia.ca/lp/flights/ywg/pwk/winnipeg-to-chicago)
-   [Flights from Whitehorse (YXY) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yxy/chi/whitehorse-to-chicago)
-   [Flights from Calgary (YYC) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyc/mdw/calgary-to-chicago)
-   [Flights from Victoria (YYJ) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yyj/chi/victoria-to-chicago)
-   [Flights from St. John's (YYT) to Chicago (CHI)](https://www.expedia.ca/lp/flights/yyt/chi/st-johns-to-chicago)
-   [Flights from Toronto (YYZ) to Chicago (MDW)](https://www.expedia.ca/lp/flights/yyz/mdw/toronto-to-chicago)
-   [Flights from Toronto (YYZ) to Chicago (PWK)](https://www.expedia.ca/lp/flights/yyz/pwk/toronto-to-chicago)

\*Available to Expedia members.