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Cheap flights from Chicago to Windhoek from $1,388

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Windhoek departing on 9/29. 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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Find the cheapest flights from Chicago to Windhoek

Cheap round-trip flights

Logo
10:15 am - 8:40 amORD-WDH
39h 25m2 stops
Logo
9:20 am - 8:15 amWDH-ORD
53h 55m3 stops
$1,388
Find Deal
Mon, Sep 29 - Mon, Oct 6
Ethiopian Air Logo
10:15 am - 1:20 pmORD-WDH
20h 05m1 stop
Ethiopian Air Logo
2:30 pm - 2:34 pmWDH-ORD
31h 04m3 stops
$1,490Ethiopian Air
Find Deal
Mon, Sep 29 - Mon, Oct 6
Logo
10:15 am - 1:20 pmORD-WDH
20h 05m1 stop
Logo
8:40 pm - 12:30 pmWDH-ORD
22h 50m1 stop
$1,605
Find Deal
Mon, Sep 29 - Mon, Oct 6
Lufthansa Logo
6:35 pm - 9:15 amORD-WDH
30h 40m2 stops
Lufthansa Logo
8:00 pm - 8:05 pmWDH-ORD
32h 05m1 stop
$1,941Lufthansa
Find Deal
Wed, Dec 3 - Sun, Dec 7
Lufthansa Logo
6:25 pm - 9:15 amORD-WDH
30h 50m1 stop
Lufthansa Logo
8:00 pm - 1:10 pmWDH-ORD
25h 10m1 stop
$1,950Lufthansa
Find Deal
Wed, Dec 3 - Sun, Dec 7
Qatar Airways Logo
6:50 pm - 5:25 pmORD-WDH
38h 35m2 stops
Qatar Airways Logo
7:10 am - 2:30 pmWDH-ORD
39h 20m2 stops
$7,558Qatar Airways
Find Deal
Wed, Nov 5 - Mon, Nov 24
Qatar Airways Logo
6:50 pm - 5:25 pmORD-WDH
38h 35m2 stops
Qatar Airways Logo
7:10 am - 2:30 pmWDH-ORD
39h 20m2 stops
$8,724Qatar Airways
Find Deal
Wed, Nov 5 - Sun, Nov 23
SWISS Logo
6:50 pm - 7:45 amORD-WDH
28h 55m2 stops
SWISS Logo
8:00 pm - 4:20 pmWDH-ORD
28h 20m2 stops
$9,985SWISS
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Thu, Nov 6 - Fri, Nov 21
Etihad Airways Logo
1:10 pm - 1:20 pmORD-WDH
40h 10m2 stops
Etihad Airways Logo
2:30 pm - 7:55 amWDH-ORD
49h 25m2 stops
$10,130Etihad Airways
Find Deal
Wed, Nov 5 - Thu, Nov 20
Etihad Airways Logo
1:10 pm - 1:20 pmORD-WDH
40h 10m2 stops
Etihad Airways Logo
2:30 pm - 7:55 amWDH-ORD
49h 25m2 stops
$11,393Etihad Airways
Find Deal
Sun, Nov 9 - Sat, Nov 22

Ethiopian Air flights from Chicago to Windhoek

Our best Ethiopian Air deals on Chicago to Windhoek flight tickets
Ethiopian Air
Sep 29
ORD10:15 amChicago O'Hare Intl
20h 05m
1 stop
WDH1:20 pmWindhoek Hosea Kutako Intl
Oct 6
WDH2:30 pmWindhoek Hosea Kutako Intl
31h 04m
3 stops
ORD2:34 pmChicago O'Hare Intl
$1,490
Find similar
Ethiopian Air
Dec 3
ORD1:05 pmChicago O'Hare Intl
40h 15m
2 stops
WDH1:20 pmWindhoek Hosea Kutako Intl
Dec 7
WDH2:30 pmWindhoek Hosea Kutako Intl
25h 10m
2 stops
ORD7:40 amChicago O'Hare Intl
$1,797
Find similar
Ethiopian Air
Sep 29
ORD6:45 amChicago O'Hare Intl
47h 35m
3 stops
WDH1:20 pmWindhoek Hosea Kutako Intl
Oct 6
WDH2:30 pmWindhoek Hosea Kutako Intl
31h 04m
3 stops
ORD2:34 pmChicago O'Hare Intl
$1,804
Find similar

Lufthansa flights from Chicago to Windhoek

Our best Lufthansa deals on Chicago to Windhoek flight tickets
Lufthansa
Dec 3
ORD6:35 pmChicago O'Hare Intl
30h 40m
2 stops
WDH9:15 amWindhoek Hosea Kutako Intl
Dec 7
WDH8:00 pmWindhoek Hosea Kutako Intl
32h 05m
1 stop
ORD8:05 pmChicago O'Hare Intl
$1,941
Find similar
Lufthansa
Dec 3
ORD6:25 pmChicago O'Hare Intl
30h 50m
1 stop
WDH9:15 amWindhoek Hosea Kutako Intl
Dec 7
WDH8:00 pmWindhoek Hosea Kutako Intl
25h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$1,950
Find similar
Lufthansa
Nov 7
ORD9:50 pmChicago O'Hare Intl
31h 45m
2 stops
WDH1:35 pmWindhoek Hosea Kutako Intl
Nov 21
WDH8:00 pmWindhoek Hosea Kutako Intl
25h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$7,473
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 September 2, 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

Mon 9/29

10:15 am-8:40 am

2 stops39h 25m

Windhoek Hosea Kutako Intl

Mon 10/6

9:20 am-8:15 am

3 stops53h 55m

$1,388

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Mon 9/29

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Mon 10/6

2:30 pm-2:34 pm

3 stops31h 04m

$1,490

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Mon 9/29

10:15 am-1:20 pm

1 stop20h 05m

Windhoek Hosea Kutako Intl

Mon 10/6

8:40 pm-12:30 pm

1 stop22h 50m

$1,605

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 12/3

6:35 pm-9:15 am

2 stops30h 40m

Windhoek Hosea Kutako Intl

Sun 12/7

8:00 pm-8:05 pm

1 stop32h 05m

$1,941

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 12/3

6:25 pm-9:15 am

1 stop30h 50m

Windhoek Hosea Kutako Intl

Sun 12/7

8:00 pm-1:10 pm

1 stop25h 10m

$1,950

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 11/5

6:50 pm-5:25 pm

2 stops38h 35m

Windhoek Hosea Kutako Intl

Mon 11/24

7:10 am-2:30 pm

2 stops39h 20m

$7,558

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 11/5

6:50 pm-5:25 pm

2 stops38h 35m

Windhoek Hosea Kutako Intl

Sun 11/23

7:10 am-2:30 pm

2 stops39h 20m

$8,724

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Thu 11/6

6:50 pm-7:45 am

2 stops28h 55m

Windhoek Hosea Kutako Intl

Fri 11/21

8:00 pm-4:20 pm

2 stops28h 20m

$9,985

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Wed 11/5

1:10 pm-1:20 pm

2 stops40h 10m

Windhoek Hosea Kutako Intl

Thu 11/20

2:30 pm-7:55 am

2 stops49h 25m

$10,130

ChicagoWindhoek

ORD - WDH

ORDWDH

Chicago O'Hare Intl

Sun 11/9

1:10 pm-1:20 pm

2 stops40h 10m

Windhoek Hosea Kutako Intl

Sat 11/22

2:30 pm-7:55 am

2 stops49h 25m

$11,393

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Direct flights

None
There are no direct flights from Chicago to Windhoek. There are no popular flight routes from Chicago to Windhoek.
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  • 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 $1,229Free CancellationRating
7.2
851 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