Cheap flights from Chicago to Windhoek from $937

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 8/13. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Ethiopian Air Logo
3:27 pm - 1:20 pm
ORD
-
WDH
38h 53m
3 stops
Ethiopian Air Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$1,704Ethiopian Air
Wed, Jun 3 - Wed, Jun 10
Ethiopian Air Logo
3:27 pm - 1:20 pm
ORD
-
WDH
38h 53m
3 stops
Ethiopian Air Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$1,753Ethiopian Air
Wed, Jun 3 - Tue, Jun 9
Ethiopian Air Logo
6:30 am - 1:20 pm
ORD
-
WDH
23h 50m
2 stops
Ethiopian Air Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$1,763Ethiopian Air
Wed, Jun 3 - Wed, Jun 10
Ethiopian Air Logo
10:15 am - 1:20 pm
ORD
-
WDH
20h 05m
1 stop
Ethiopian Air Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$1,825Ethiopian Air
Sun, May 24 - Thu, Jul 9
Ethiopian Air Logo
6:30 am - 1:20 pm
ORD
-
WDH
23h 50m
2 stops
Ethiopian Air Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$1,848Ethiopian Air
Fri, Jun 5 - Fri, Jul 3
Ethiopian Air Logo
10:15 am - 1:20 pm
ORD
-
WDH
20h 05m
1 stop
Ethiopian Air Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$1,889Ethiopian Air
Mon, May 25 - Wed, Jul 8
Ethiopian Air Logo
9:55 pm - 1:20 pm
ORD
-
WDH
32h 25m
2 stops
Ethiopian Air Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$1,914Ethiopian Air
Sun, May 24 - Thu, Jul 9
Ethiopian Air Logo
10:45 am - 1:20 pm
ORD
-
WDH
43h 35m
3 stops
Ethiopian Air Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$1,949Ethiopian Air
Mon, May 25 - Wed, Jul 8
Ethiopian Air Logo
3:27 pm - 1:20 pm
ORD
-
WDH
38h 53m
3 stops
Ethiopian Air Logo
2:30 pm - 8:45 am
WDH
-
ORD
49h 15m
3 stops
$1,977Ethiopian Air
Wed, Jun 3 - Tue, Jun 9
Multiple Airlines Logo
10:15 am - 5:20 pm
ORD
-
WDH
24h 05m
2 stops
Multiple Airlines Logo
2:30 pm - 8:15 am
WDH
-
ORD
24h 45m
2 stops
$2,017Multiple Airlines
Wed, Jun 3 - Tue, Jun 9

SWISS flights from Chicago to Windhoek

Our best SWISS deals on Chicago to Windhoek flight tickets
SWISS
Jul 23
ORD2:20 pmChicago O'Hare Intl
22h 20m
1 stop
WDH7:40 pmWindhoek Hosea Kutako Intl
Aug 13
WDH7:15 pmWindhoek Hosea Kutako Intl
24h 20m
2 stops
ORD12:35 pmChicago O'Hare Intl
$2,081
SWISS
Jul 23
ORD2:20 pmChicago O'Hare Intl
22h 20m
1 stop
WDH7:40 pmWindhoek Hosea Kutako Intl
Aug 13
WDH7:15 pmWindhoek Hosea Kutako Intl
24h 20m
2 stops
ORD12:35 pmChicago O'Hare Intl
$2,082
SWISS
Jul 23
ORD7:05 pmChicago O'Hare Intl
30h 05m
2 stops
WDH8:10 amWindhoek Hosea Kutako Intl
Aug 13
WDH8:35 pmWindhoek Hosea Kutako Intl
23h 00m
2 stops
ORD12:35 pmChicago O'Hare Intl
$2,112

Ethiopian Air flights from Chicago to Windhoek

Our best Ethiopian Air deals on Chicago to Windhoek flight tickets
Ethiopian Air
Jun 3
ORD3:27 pmChicago O'Hare Intl
38h 53m
3 stops
WDH1:20 pmWindhoek Hosea Kutako Intl
Jun 10
WDH2:30 pmWindhoek Hosea Kutako Intl
24h 45m
2 stops
ORD8:15 amChicago O'Hare Intl
$1,704
Ethiopian Air
Jun 3
ORD3:27 pmChicago O'Hare Intl
38h 53m
3 stops
WDH1:20 pmWindhoek Hosea Kutako Intl
Jun 9
WDH2:30 pmWindhoek Hosea Kutako Intl
24h 45m
2 stops
ORD8:15 amChicago O'Hare Intl
$1,753
Ethiopian Air
Jun 3
ORD6:30 amChicago O'Hare Intl
23h 50m
2 stops
WDH1:20 pmWindhoek Hosea Kutako Intl
Jun 10
WDH2:30 pmWindhoek Hosea Kutako Intl
24h 45m
2 stops
ORD8:15 amChicago O'Hare Intl
$1,763

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 May 20, 2026.
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

Cheapest round-trip

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 6/3

3:27 pm-1:20 pm

3 stops38h 53m

Windhoek Hosea Kutako Intl

Wed 6/10

2:30 pm-8:15 am

2 stops24h 45m

$1,704

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 6/3

3:27 pm-1:20 pm

3 stops38h 53m

Windhoek Hosea Kutako Intl

Tue 6/9

2:30 pm-8:15 am

2 stops24h 45m

$1,753

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 6/3

6:30 am-1:20 pm

2 stops23h 50m

Windhoek Hosea Kutako Intl

Wed 6/10

2:30 pm-8:15 am

2 stops24h 45m

$1,763
Quickest round-trip

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sun 5/24

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Thu 7/9

2:30 pm-8:15 am

2 stops24h 45m

$1,825

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Fri 6/5

6:30 am-1:20 pm

2 stops23h 50m

Windhoek Hosea Kutako Intl

Fri 7/3

2:30 pm-8:15 am

2 stops24h 45m

$1,848

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Mon 5/25

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Wed 7/8

2:30 pm-8:15 am

2 stops24h 45m

$1,889

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sun 5/24

9:55 pm-1:20 pm

2 stops32h 25m

Windhoek Hosea Kutako Intl

Thu 7/9

2:30 pm-8:15 am

2 stops24h 45m

$1,914

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Mon 5/25

10:45 am-1:20 pm

3 stops43h 35m

Windhoek Hosea Kutako Intl

Wed 7/8

2:30 pm-8:15 am

2 stops24h 45m

$1,949

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 6/3

3:27 pm-1:20 pm

3 stops38h 53m

Windhoek Hosea Kutako Intl

Tue 6/9

2:30 pm-8:45 am

3 stops49h 15m

$1,977

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 6/3

10:15 am-5:20 pm

2 stops24h 05m

Windhoek Hosea Kutako Intl

Tue 6/9

2:30 pm-8:15 am

2 stops24h 45m

$2,017

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 airline that flies from Chicago to Windhoek?

Ethiopian Air is the most popular carrier operating from Chicago to Windhoek

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.

Frequently asked questions about flying from Chicago to Windhoek

  • 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 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.

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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1 adult
Fri 6/19
Fri 6/26

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Fly into one of these airports located in Windhoek

Airports listed have a maximum distance of 26.2 mi from Windhoek