$582 Cheap Flights from Chicago (MDW) to Nairobi (NBO)

View $582 flight on Fri, Mar 20, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO)

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Cheap Flights from Chicago to Nairobi (MDW-NBO)

Prices were available within the past 7 days and start at $582 for one-way flights and $932 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Nov 19 - Mon, Dec 1
MDW
Chicago
NBO
Nairobi
$932 Roundtrip, found 19 hours ago
$932
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Nov 19 from Chicago to Nairobi, returning Mon, Dec 1, priced at $932 found 19 hours ago
Delta
Wed, Dec 3 - Mon, Feb 2
MDW
Chicago
NBO
Nairobi
$937 Roundtrip, found 5 hours ago
$937
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Dec 3 from Chicago to Nairobi, returning Mon, Feb 2, priced at $937 found 5 hours ago
Delta
Wed, Nov 19 - Mon, Dec 1
MDW
Chicago
NBO
Nairobi
$958 Roundtrip, found 19 hours ago
$958
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Nov 19 from Chicago to Nairobi, returning Mon, Dec 1, priced at $958 found 19 hours ago
Delta
Wed, Nov 26 - Mon, Dec 1
MDW
Chicago
NBO
Nairobi
$963 Roundtrip, found 3 days ago
$963
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Nov 26 from Chicago to Nairobi, returning Mon, Dec 1, priced at $963 found 3 days ago
Delta
Tue, Dec 2 - Sat, Dec 13
MDW
Chicago
NBO
Nairobi
$968 Roundtrip, found 3 days ago
$968
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Dec 2 from Chicago to Nairobi, returning Sat, Dec 13, priced at $968 found 3 days ago
Delta
Wed, Nov 19 - Mon, Dec 1
MDW
Chicago
NBO
Nairobi
$982 Roundtrip, found 19 hours ago
$982
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Nov 19 from Chicago to Nairobi, returning Mon, Dec 1, priced at $982 found 19 hours ago
Delta
Wed, Nov 19 - Mon, Dec 1
MDW
Chicago
NBO
Nairobi
$984 Roundtrip, found 19 hours ago
$984
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Nov 19 from Chicago to Nairobi, returning Mon, Dec 1, priced at $984 found 19 hours ago
KLM
Wed, Nov 19 - Mon, Dec 1
MDW
Chicago
NBO
Nairobi
$984 Roundtrip, found 19 hours ago
$984
Roundtrip
found 19 hours ago
Select KLM flight, departing Wed, Nov 19 from Chicago to Nairobi, returning Mon, Dec 1, priced at $984 found 19 hours ago
Air France
Tue, Dec 2 - Mon, Feb 2
MDW
Chicago
NBO
Nairobi
$989 Roundtrip, found 5 hours ago
$989
Roundtrip
found 5 hours ago
Select Air France flight, departing Tue, Dec 2 from Chicago to Nairobi, returning Mon, Feb 2, priced at $989 found 5 hours ago
Delta
Mon, Oct 27 - Mon, Nov 3
MDW
Chicago
NBO
Nairobi
$992 Roundtrip, found 2 days ago
$992
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Oct 27 from Chicago to Nairobi, returning Mon, Nov 3, priced at $992 found 2 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO) cost?
Snag a cheap one-way flight from $582 or cheap return flight from $932 from Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO) 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 Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO)?
Planning your getaway for November may help you find better deals, as it's the cheapest month for flights between MDW and NBO. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll take you from MDW to NBO. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
How many flights per day from Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO)?
There aren't any daily nonstop flights available from Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO). But you can book flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from MDW to NBO?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can change based on the time of year, airline 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 Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO) route, travel before 3 PM. Departures after this hour are 22% more likely to be canceled.**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 Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO) last-minute?
Last-minute bookings from MDW to NBO are typically more expensive. To secure the lowest rates, start searching for flights as soon as possible. That said, if you're flexible with your travel dates, you may find a cheap ticket right before you leave.
Is it cheaper to book a MDW to NBO flight and hotel package?
You can save money by securing a MDW to NBO 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 it all in one convenient place. Once you've chosen your ideal flights and accommodations, consider adding extras such as car rentals, activities and tours.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Jomo Kenyatta Intl. Airport (NBO)?
In most instances, you can cancel or modify your MDW to NBO flight. However, additional charges may apply, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's fees and rules on flight changes, or if you want further information, head to our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Jomo Kenyatta Intl.
Airlines serving
Air France, Delta, KLM
Roundtrip price
$932
Distance
8019 mi

Book with confidence

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 November. 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 $582 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.

 

Chicago to Nairobi Flights

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*Available to One Key members.