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How Much Does it Cost To Fly To Oswego?

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,066 Return, found 21 hours ago
NZ$2,066
Return
found 21 hours ago
Select United flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,066 found 21 hours ago
Qantas Airways
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,128 Return, found 21 hours ago
NZ$2,128
Return
found 21 hours ago
Select Qantas Airways flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,128 found 21 hours ago
Air New Zealand
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,155 Return, found 21 hours ago
NZ$2,155
Return
found 21 hours ago
Select Air New Zealand flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,155 found 21 hours ago
Air New Zealand
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,215 Return, found 21 hours ago
NZ$2,215
Return
found 21 hours ago
Select Air New Zealand flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,215 found 21 hours ago
Air New Zealand
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,255 Return, found 21 hours ago
NZ$2,255
Return
found 21 hours ago
Select Air New Zealand flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,255 found 21 hours ago
Qantas Airways
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,288 Return, found 21 hours ago
NZ$2,288
Return
found 21 hours ago
Select Qantas Airways flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,288 found 21 hours ago
Air New Zealand
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,298 Return, found 21 hours ago
NZ$2,298
Return
found 21 hours ago
Select Air New Zealand flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,298 found 21 hours ago
Air New Zealand
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,315 Return, found 21 hours ago
NZ$2,315
Return
found 21 hours ago
Select Air New Zealand flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,315 found 21 hours ago
United
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,349 Return, found 21 hours ago
NZ$2,349
Return
found 21 hours ago
Select United flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,349 found 21 hours ago
Qantas Airways
Sat, 19 Sept - Sat, 3 Oct
CHC
Christchurch
ORD
Chicago
NZ$2,366 Return, found 21 hours ago
NZ$2,366
Return
found 21 hours ago
Select Qantas Airways flight, departing Sat, 19 Sept from Christchurch to Chicago, returning Sat, 3 Oct, priced at NZ$2,366 found 21 hours ago
Flight Info
Destination airport
O'Hare Intl.
Destination city name
Chicago
Return price
NZ$2,066

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Hotels in Oswego

Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
2055 Wiesbrook Dr Oswego IL
The price is NZ$133 per night from 22 Feb to 23 Feb
NZ$133
per night
22 Feb - 23 Feb
Stay at this business-friendly hotel in Oswego. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (837 reviews)
The room was clean and everyone was nice

Reviewed on 14 Feb 2026

Best Western Oswego Hotel
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
The price is NZ$128 per night from 18 Feb to 19 Feb
NZ$128
per night
18 Feb - 19 Feb
Stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the clean rooms in their ...
7.2/10 Good! (1,438 reviews)
Room was clean. Great breakfast

Reviewed on 17 Feb 2026

Chicago Club Inn & Suites
DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr Naperville IL
The price is NZ$149 per night from 24 Feb to 25 Feb
NZ$149
per night
24 Feb - 25 Feb
Stay at this business-friendly hotel in Naperville. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,239 reviews)
The staff were amazing. I greatly appreciated them checking in throughout my stay to make sure everything was going okay.

Reviewed on 17 Feb 2026

DoubleTree by Hilton Lisle Naperville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Airport

^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.