Cheap Flights to Historic Route 66

View NZ$793 flight on Thu, 14 May 2026Opens in a new window

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Cheap Tickets to Historic Route 66

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Jetstar
Wed, 23 Dec - Tue, 12 Jan
WLG
Wellington
OKC
Oklahoma City
NZ$2,266 Return, found 1 day ago
NZ$2,266
Return
found 1 day ago
Select Jetstar flight, departing Wed, 23 Dec from Wellington to Oklahoma City, returning Tue, 12 Jan, priced at NZ$2,266 found 1 day ago
Air New Zealand
Wed, 18 Nov - Wed, 2 Dec
WLG
Wellington
ORD
Chicago
NZ$2,459 Return, found 4 days ago
NZ$2,459
Return
found 4 days ago
Select Air New Zealand flight, departing Wed, 18 Nov from Wellington to Chicago, returning Wed, 2 Dec, priced at NZ$2,459 found 4 days ago
Qantas Airways
Mon, 20 July - Mon, 3 Aug
WLG
Wellington
ORD
Chicago
NZ$2,473 Return, found 4 days ago
NZ$2,473
Return
found 4 days ago
Select Qantas Airways flight, departing Mon, 20 July from Wellington to Chicago, returning Mon, 3 Aug, priced at NZ$2,473 found 4 days ago
American Airlines
Tue, 24 Nov - Sun, 6 Dec
WLG
Wellington
ORD
Chicago
NZ$2,474 Return, found 3 days ago
NZ$2,474
Return
found 3 days ago
Select American Airlines flight, departing Tue, 24 Nov from Wellington to Chicago, returning Sun, 6 Dec, priced at NZ$2,474 found 3 days ago
United
Tue, 24 Nov - Wed, 9 Dec
WLG
Wellington
ORD
Chicago
NZ$2,483 Return, found 3 days ago
NZ$2,483
Return
found 3 days ago
Select United flight, departing Tue, 24 Nov from Wellington to Chicago, returning Wed, 9 Dec, priced at NZ$2,483 found 3 days ago

Travel information

Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Return price
NZ$330

Trending flights to Historic Route 66

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, 12 May - Mon, 18 May
AKL
Auckland
ABQ
Albuquerque
NZ$1,555 Return, found 1 day ago
NZ$1,555
Return
found 1 day ago
Select American Airlines flight, departing Tue, 12 May from Auckland to Albuquerque, returning Mon, 18 May, priced at NZ$1,555 found 1 day ago