
Search Oswego Flights
Change your flight without a fee on select flights
Money Saving Bundle when you purchase Hotel + Flight!
Get mobile alerts about flight delays, gate changes and more with the FREE Wotif app
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.

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

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

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

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

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

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

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

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

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

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
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

Compact
Ford Focus or similar

Midsize
Toyota Corolla or similar

SUV
Jeep Compass or similar

Hotels in Oswego

Best Western Oswego Hotel
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

Chicago Club Inn & Suites
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

DoubleTree by Hilton Lisle Naperville
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
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.
Discover top hotels, vacation package, cheap car rental deals and more with Wotif!
Airport
Destinations For You
Hotels
- Hotels in Santa Barbara
- Hotels in Whittington
- Hotels in Grovetown
- Hotels in Palm Springs
- Hotels in Groveland
- Hotels in Pullman
- Hotels in Metropolis
- Hotels in Lahaina
- Hotels in Anaheim
- Hotels in Peoria
- Hotels in Hamilton
- Hotels in Catlin
- Hotels in Venice
- Hotels in Litchfield
- Hotels in Mokena
- Hotels in Royal Oak
- Hotels in Galena
- Hotels in Christmas
- Hotels in Honolulu
- Hotels in Monterey
- Hotels in Bayview
- Honolulu All Inclusive Hotels
- Hotels in San Diego
- Hotels in Rockford
- Hotels in Kailua-Kona
- Hotels in Raymond
^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.