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Find Chicago to Windhoek flights starting at CAD 5,534.

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • ORD15:55
        33h 20m
        1 stop
        WDH09:15
        Tue, Jan 28|Chicago - Windhoek|Lufthansa
        CAD 5,534CAD 13,425
        59% OFF
        59% OFF
        CAD 13,425CAD 5,534

        Choose Lufthansa flights from Chicago to Windhoek. The one-way connecting flight with Lufthansa departs from O'Hare International Airport on Tue, Jan 28, arriving at Hosea Kutako International Airport. One-way Prices start from CAD 5,534 including taxes and charges.

      • ORD15:55
        33h 20m
        1 stop
        WDH09:15
        Fri, Dec 27|Chicago - Windhoek|Lufthansa
        CAD 11,587CAD 13,425
        14% OFF
        14% OFF
        CAD 13,425CAD 11,587

        Choose Lufthansa flights from Chicago to Windhoek. The one-way connecting flight with Lufthansa departs from O'Hare International Airport on Fri, Dec 27, arriving at Hosea Kutako International Airport. One-way Prices start from CAD 11,587 including taxes and charges.

      • ORD15:15
        34h
        1 stop
        WDH09:15
        Mon, Jan 6|Chicago - Windhoek|Lufthansa
        CAD 11,658CAD 13,425
        13% OFF
        13% OFF
        CAD 13,425CAD 11,658

        Choose Lufthansa flights from Chicago to Windhoek. The one-way connecting flight with Lufthansa departs from O'Hare International Airport on Mon, Jan 6, arriving at Hosea Kutako International Airport. One-way Prices start from CAD 11,658 including taxes and charges.

      • ORD18:30
        30h 45m
        1 stop
        WDH09:15
        Sat, Dec 28|Chicago - Windhoek|Lufthansa
        CAD 11,666
        CAD 11,666

        Choose Lufthansa flights from Chicago to Windhoek. The one-way connecting flight with Lufthansa departs from O'Hare International Airport on Sat, Dec 28, arriving at Hosea Kutako International Airport. One-way Prices start from CAD 11,666 including taxes and charges.

      • ORD18:30
        30h 45m
        1 stop
        WDH09:15
        Wed, Dec 18|Chicago - Windhoek|Lufthansa
        CAD 11,892
        CAD 11,892

        Choose Lufthansa flights from Chicago to Windhoek. The one-way connecting flight with Lufthansa departs from O'Hare International Airport on Wed, Dec 18, arriving at Hosea Kutako International Airport. One-way Prices start from CAD 11,892 including taxes and charges.

      • ORD15:55
        33h 20m
        1 stop
        WDH09:15
        Thu, Jan 2|Chicago - Windhoek|Lufthansa
        CAD 12,082
        CAD 12,082

        Choose Lufthansa flights from Chicago to Windhoek. The one-way connecting flight with Lufthansa departs from O'Hare International Airport on Thu, Jan 2, arriving at Hosea Kutako International Airport. One-way Prices start from CAD 12,082 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        WDH02:00 pm
        Mon, Dec 23|Chicago - Windhoek|Lufthansa
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Chicago to Windhoek?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find Cheapest Airlines Flying from Chicago to Windhoek

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Qatar Airways
From CAD 1,231
Southwest Airlines
From CAD 1,238
United Airlines
From CAD 1,251
Air Transat
From CAD 1,377
Jetblue Airways
From CAD 1,399
Turkish Airlines
From CAD 1,408
American Airlines
From CAD 1,452
LOT Polish Airlines
From CAD 1,476
Porter Airlines
From CAD 1,568
TAP Air Portugal
From CAD 1,618

Find more flights and airlines

Alternative Routes for Chicago to Windhoek Flights

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Windhoek.

  • Cheapest
    Qatar Airways
    ORD
    19:05
    38h 20m
    2 transfer
    WDH
    17:25
    O'Hare International Airport - Hosea Kutako International Airport
    Tue, Jan 28Qatar Airways
    CAD 1,231
  • Southwest Airlines
    MDW
    20:05
    33h 15m
    2 transfer
    WDH
    13:20
    Midway International Airport - Hosea Kutako International Airport
    Tue, Jan 21Southwest Airlines
    CAD 1,238
  • Southwest Airlines
    MDW
    20:05
    33h 15m
    2 transfer
    WDH
    13:20
    Midway International Airport - Hosea Kutako International Airport
    Tue, Jan 21Southwest Airlines
    CAD 1,238
    Find More Flights

FAQ

  • When are flight tickets from Chicago (CHI) to Windhoek (WDH) the cheapest?

    Airlines adjust prices for flights from Chicago to Windhoek based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Chicago (CHI) to Windhoek (WDH) cost?

    According to Trip.com's data, the lowest price is around CAD 3,381.

  • What is the transportation method from the main airport to downtown in Windhoek?

    • The distance from Hosea Kutako International Airport to downtown is about 39km, by taxi about 50 minutes.

  • How many airports in Windhoek (WDH)?

    There are 2 airport(s) in Windhoek (WDH): Eros Airport and Hosea Kutako International Airport.

How to find a cheap flight from Chicago to Windhoek

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Windhoek. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information for Chicago to Windhoek Flights

Cheapest direct flight priceCAD 5,534
Off-season travel monthNovember
Peak season for travelSeptember
Flight distance12,847.17km
Popular airlineAmerican Airlines

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