Are there nonstop flights from Auckland (AKL) to Chicago (MDW)?

No. The fastest connection is via Dallas-Fort Worth, about 16h 37m of total flying time.

What is the fastest connection from Auckland (AKL) to Chicago (MDW)?

via Dallas-Fort Worth ≈ 16h 37m, via Los Angeles ≈ 16h 38m, via Houston ≈ 16h 47m (estimated flying time, excluding layovers).

Auckland International Airport (AKL) to Chicago Midway International Airport (MDW)・13,186 km

No nonstop flights. The fastest connection is via Dallas-Fort Worth (DFW), about 16h 37m of flying time (layover not included).

None.

4 one-stop options, sorted by estimated flying time. Tap one to see the airlines on each leg and booking links.

Times are estimated from distance. Check schedules, frequency and availability with the airline or a booking site.