Cheap Flights from Chicago (ORD) to Tripoli (TIP)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Tripoli (TIP-Tripoli Intl.)

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Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP) cost?
Grab a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP)?
Planning your getaway for is a great way to save, as it's the cheapest month for flights between ORD and TIP. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP)?
To find the cheapest airline that'll fly you from ORD to TIP, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP)?
You'll have to book a flight with a layover when traveling from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from ORD to TIP?
You'll typically find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP)?
Book a flight from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures after this hour have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP) last-minute?
Last-minute fares from ORD to TIP are generally more expensive. For the lowest prices, start looking for flights as early as possible. That being said, if you're flexible with your travel dates, you may find a cheap ticket right before you leave.
Is it cheaper to book an ORD to TIP flight and hotel package?
You'll generally save money by booking an ORD to TIP flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. Once you've selected your ideal accommodations and flights, consider adding extras including activities, tours and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Tripoli Intl. Airport (TIP)?
If you booked your ORD to TIP flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of fare you have, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Tripoli Intl.
Distance
5254 mi

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Chicago to Tripoli Flights

The cheapest times to fly from Chicago to Tripoli

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 Chicago to Tripoli are during the month of . You can find some of the cheapest flights from Chicago to Tripoli with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Tripoli

Sunday is one of the best days to book for cheap flights from Chicago to Tripoli: 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 Chicago to Tripoli

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 Chicago to Tripoli in 2025. You can also book with separate airlines for your outbound and return journeys, from 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 Chicago to Tripoli 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. Bundling together your Chicago to Tripoli 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.

 

Chicago to Tripoli Flights

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*Available to One Key members.