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Cheap flights from Chicago to Windhoek from $876

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Windhoek departing on 5/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Ethiopian Air Logo
10:15 am - 1:20 pmORD-WDH
20h 05m1 stop
Ethiopian Air Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,263Ethiopian Air
Find Deal
Sun, Mar 22 - Sun, Apr 5
Multiple Airlines Logo
10:15 am - 5:40 pmORD-WDH
24h 25m2 stops
Multiple Airlines Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,304Multiple Airlines
Find Deal
Sun, Mar 22 - Tue, Apr 7
Ethiopian Air Logo
10:15 am - 1:20 pmORD-WDH
20h 05m1 stop
Ethiopian Air Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,308Ethiopian Air
Find Deal
Thu, Mar 26 - Sun, Apr 5
Multiple Airlines Logo
9:20 pm - 1:20 pmORD-WDH
33h 00m2 stops
Multiple Airlines Logo
2:30 pm - 6:15 pmWDH-ORD
34h 45m2 stops
$1,395Multiple Airlines
Find Deal
Mon, Mar 23 - Mon, Apr 6
Multiple Airlines Logo
10:15 am - 7:45 pmORD-WDH
26h 30m2 stops
Multiple Airlines Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,439Multiple Airlines
Find Deal
Sun, Mar 22 - Sun, Apr 5
Multiple Airlines Logo
10:15 am - 7:45 pmORD-WDH
26h 30m2 stops
Multiple Airlines Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,477Multiple Airlines
Find Deal
Thu, Mar 26 - Sun, Apr 5
Ethiopian Air Logo
10:15 am - 1:20 pmORD-WDH
20h 05m1 stop
Ethiopian Air Logo
2:30 pm - 2:22 pmWDH-ORD
30h 52m3 stops
$1,511Ethiopian Air
Find Deal
Thu, Mar 26 - Sun, Apr 5
Multiple Airlines Logo
10:15 am - 7:45 pmORD-WDH
26h 30m2 stops
Multiple Airlines Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,517Multiple Airlines
Find Deal
Thu, Mar 26 - Sun, Apr 5
Ethiopian Air Logo
10:15 am - 1:20 pmORD-WDH
20h 05m1 stop
Ethiopian Air Logo
2:30 pm - 8:15 amWDH-ORD
24h 45m2 stops
$1,521Ethiopian Air
Find Deal
Wed, May 20 - Sun, May 31
Ethiopian Air Logo
10:15 am - 1:20 pmORD-WDH
20h 05m1 stop
Ethiopian Air Logo
2:30 pm - 2:22 pmWDH-ORD
30h 52m3 stops
$1,536Ethiopian Air
Find Deal
Sun, Mar 22 - Mon, Apr 6

Ethiopian Air flights from Chicago to Windhoek

Our best Ethiopian Air deals on Chicago to Windhoek flight tickets
Ethiopian Air
Mar 22
ORD10:15 amChicago O'Hare Intl
20h 05m
1 stop
WDH1:20 pmWindhoek Hosea Kutako Intl
Apr 5
WDH2:30 pmWindhoek Hosea Kutako Intl
24h 45m
2 stops
ORD8:15 amChicago O'Hare Intl
$1,263
Find similar
Ethiopian Air
Mar 26
ORD10:15 amChicago O'Hare Intl
20h 05m
1 stop
WDH1:20 pmWindhoek Hosea Kutako Intl
Apr 5
WDH2:30 pmWindhoek Hosea Kutako Intl
24h 45m
2 stops
ORD8:15 amChicago O'Hare Intl
$1,308
Find similar
Ethiopian Air
Mar 26
ORD10:15 amChicago O'Hare Intl
20h 05m
1 stop
WDH1:20 pmWindhoek Hosea Kutako Intl
Apr 5
WDH2:30 pmWindhoek Hosea Kutako Intl
30h 52m
3 stops
ORD2:22 pmChicago O'Hare Intl
$1,511
Find similar

Lufthansa flights from Chicago to Windhoek

Our best Lufthansa deals on Chicago to Windhoek flight tickets
Lufthansa
Jan 3
ORD9:50 pmChicago O'Hare Intl
25h 55m
1 stop
WDH7:45 amWindhoek Hosea Kutako Intl
Jan 19
WDH8:40 pmWindhoek Hosea Kutako Intl
29h 45m
1 stop
ORD6:25 pmChicago O'Hare Intl
$1,580
Find similar
Lufthansa
Mar 26
ORD10:50 pmChicago O'Hare Intl
25h 55m
1 stop
WDH7:45 amWindhoek Hosea Kutako Intl
Apr 5
WDH7:15 pmWindhoek Hosea Kutako Intl
22h 45m
1 stop
ORD11:00 amChicago O'Hare Intl
$1,588
Find similar
Lufthansa
Mar 24
ORD10:50 pmChicago O'Hare Intl
25h 55m
1 stop
WDH7:45 amWindhoek Hosea Kutako Intl
Apr 7
WDH7:15 pmWindhoek Hosea Kutako Intl
24h 40m
1 stop
ORD12:55 pmChicago O'Hare Intl
$1,589
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Windhoek that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 1, 2025.
Use the filters below to find and compare flights from Chicago to Windhoek that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sun 3/22

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-8:15 am

2 stops24h 45m

$1,263

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sun 3/22

10:15 am-5:40 pm

2 stops24h 25m

Windhoek Hosea Kutako Intl

Tue 4/7

2:30 pm-8:15 am

2 stops24h 45m

$1,304

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 3/26

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-8:15 am

2 stops24h 45m

$1,308

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Mon 3/23

9:20 pm-1:20 pm

2 stops33h 00m

Windhoek Hosea Kutako Intl

Mon 4/6

2:30 pm-6:15 pm

2 stops34h 45m

$1,395

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sun 3/22

10:15 am-7:45 pm

2 stops26h 30m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-8:15 am

2 stops24h 45m

$1,439

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 3/26

10:15 am-7:45 pm

2 stops26h 30m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-8:15 am

2 stops24h 45m

$1,477

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 3/26

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-2:22 pm

3 stops30h 52m

$1,511

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 3/26

10:15 am-7:45 pm

2 stops26h 30m

Windhoek Hosea Kutako Intl

Sun 4/5

2:30 pm-8:15 am

2 stops24h 45m

$1,517

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 5/20

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Sun 5/31

2:30 pm-8:15 am

2 stops24h 45m

$1,521

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sun 3/22

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Mon 4/6

2:30 pm-2:22 pm

3 stops30h 52m

$1,536

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Windhoek from

How to get the cheapest flight ticket from Chicago to Windhoek

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Windhoek?

According to our data, Thursday is the cheapest day to fly to Windhoek from Chicago. The lowest ticket price found for a Thursday departure recently was $1,359. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,643.

What is the cheapest time of day to depart on your flight to Windhoek?

In the morning is the cheapest time of day to fly from Chicago to Windhoek when you can find flight prices for as low as $1,410. Flying to Windhoek in the morning is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Windhoek is in the evening when prices are around $1,941.

Cheap Chicago to Windhoek flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Windhoek

Fastest flight time

20h 05m

Direct flights

None
The fastest flight from Chicago to Windhoek takes 20h 05m
There are no direct flights from Chicago to Windhoek. There are no popular flight routes from Chicago to Windhoek.
Search flight deals

  • How far is Chicago to Windhoek by plane?

    There are 7974.7 mi between Chicago and Windhoek. By plane, this route typically takes 20h 05m.

  • When did momondo last update prices for flights from Chicago to Windhoek?

    Prices for flights from Chicago to Windhoek are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Windhoek?

  • How old do you have to be to fly from Chicago to Windhoek?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Windhoek.

  • What documentation or ID do you need to fly to Windhoek?

    The required travel and health documents for your Windhoek trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Windhoek. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Chicago to Windhoek

Compare and see reviews for airlines that fly from Chicago to Windhoek with momondo
Airline
Rating
Free Cancellation
Price
Ethiopian AirPriceFrom $1,248Free CancellationRating
7.2
903 reviews
Search Ethiopian Air flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Windhoek?

Finding the right flight to Windhoek from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Windhoek quick and easy, saving you time and money.

Can I find flights from Chicago to Windhoek with flexible booking policies on momondo?

momondo does allow users to show only those flights to Windhoek from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Windhoek?

momondo helps you find the best flight between Chicago and Windhoek by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Windhoek right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Windhoek flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to Namibia

Fly into one of these airports located in Windhoek

Airports listed have a maximum distance of 26.2 mi from Windhoek
Windhoek Eros Airport
Windhoek Hosea Kutako Intl Airport