Cheap Flights from Chicago (ORD) to Nairobi (WIL)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Nairobi (WIL-Wilson)

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Alternative airports near Nairobi

Prices were available within the past 7 days. Prices and availability are subject to change.

Flights from Chicago (ORD) to Nairobi (WIL)
Origin airport
O'Hare Intl.
Destination airport
Wilson
Distance
8015 mi

Chicago to Nairobi Flights

The cheapest times to fly from Chicago to Nairobi

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

 

The best time to book a flight from Chicago to Nairobi

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

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 Nairobi 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 Nairobi 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 Nairobi 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.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Wilson Airport (WIL) cost?
Discover the latest flight deals from ORD to WIL by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to WIL?
The cheapest flights from ORD to WIL are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to WIL?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from ORD to WIL. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Wilson Airport (WIL)?
You'll need to book a flight with a layover if you're traveling from O'Hare Intl. Airport (ORD) to Wilson Airport (WIL). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from ORD to WIL?
Usually you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* But this can change based on the airline, time of year and other factors.*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 Wilson Airport (WIL)?
To reach Wilson Airport (WIL) without delays, pick a flight that leaves O'Hare Intl. Airport (ORD) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Wilson Airport (WIL) last-minute?
Waiting until just before your trip to book your flight from ORD to WIL generally means paying more. Although you may find some last-minute offers, they're not always guaranteed. Keep your travel plans flexible to boost your chances of landing a bargain.
Is it cheaper to book an ORD to WIL flight and hotel package?
You'll generally save money by securing an ORD to WIL flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. Once you've selected your preferred accommodations and flights, consider adding extras such as tours, car rentals and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Wilson Airport (WIL)?
If you reserved your ORD to WIL flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more information.

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*Available to One Key members.