Winnebago County Holidays from NZ$2,403

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Top destinations in Winnebago County

Rockford which includes general coastal views and a city
FlightsFlightsHotelsHotels

Rockford

Rockford

The Latest Winnebago County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was NZ$2,864, price is now NZ$2,403 per person
NZ$2,403
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.

Reviewed on 28 Oct 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was NZ$4,549, price is now NZ$3,265 per person
NZ$3,265
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
It was absolutely wonderful. We were upgraded to a suite which was pretty sweet (no pun intended)! At night the surrounding view of the lake along the lakeside of the hotel was spectacular. The Rebar on the mezzanine floor with a live musician playing a saxophone on a Saturday, was a cozy and lively setting. Welcome champagne upon check in was a nice touch. The Terrace 16 restaurant/bar also served scrumptious choices on the menu. Overall, very satisfied with our stay.

Reviewed on 14 Nov 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was NZ$3,053, price is now NZ$2,411 per person
NZ$2,411
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
18.8/10 Exceptional! (1,128 reviews)
Staff was our favorite part! Very very professional and friendly

Reviewed on 14 Nov 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was NZ$3,323, price is now NZ$2,748 per person
NZ$2,748
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
16.4/10 Exceptional! (2,152 reviews)
Clean and quiet and comfortable

Reviewed on 14 Nov 2025

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Downtown Chicago
Price was NZ$3,876, price is now NZ$3,267 per person
NZ$3,267
per person
23 Dec - 28 Dec
found 1 day ago
Return flight included
Auckland (AKL) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Great breakfast a la carte menu, perfect bar setting, room was spotless, and service in accordance to the Ritz Brand.

Reviewed on 14 Nov 2025

Our pick of the best Winnebago County Hotel Deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is NZ$140 per night from 24 Nov to 25 Nov
NZ$140
24 Nov - 25 Nov
includes taxes & fees
9/10 Wonderful! (1,396 reviews)
Clean and excellent breakfast

Reviewed on 10 Nov 2025

Baymont by Wyndham Rockford
Econo Lodge

Econo Lodge

2 out of 5
7712 Potawatomi Trail Rockford IL
Fully refundableReserve now, pay when you stay
The price is NZ$115 per night from 2 Dec to 3 Dec
NZ$115
2 Dec - 3 Dec
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
The room was perfect

Reviewed on 10 Nov 2025

Econo Lodge
Holiday Inn Rockford by IHG

Holiday Inn Rockford by IHG

3 out of 5
7550 E State Street Rockford IL
Fully refundable
The price is NZ$169 per night from 14 Dec to 15 Dec
NZ$169
14 Dec - 15 Dec
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
All good

Reviewed on 10 Nov 2025

Holiday Inn Rockford by IHG
See all 356 properties in Winnebago County
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.

Frequently asked questions

How much does a Winnebago County holiday package cost?
We make it easy to see the world, with Winnebago County packages starting from as low as NZ$2,403. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Winnebago County?
By bundling. Flights, rental cars and hotels — combine whatever you need into a Winnebago County holiday package to save a pile of cash. Score even more discounts when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the freedom to customize your trip your own way. We offer over 550 airlines and 1 000 000 hotel options across the globe, so that everyone has a chance to travel and live out those holiday fantasies.
What are the top hotels in Winnebago County?
Have a look at Courtyard by Marriott Rockford and Baymont by Wyndham Rockford. They're the first choice for many travellers to Rockford. If Loves Park features on your itinerary, La Quinta Inn & Suites by Wyndham Rockford and Holiday Inn Express Hotel & Suites Rockford-Loves Park, an IHG Hotel are two great options.
How far in advance should I book my Winnebago County holiday?
It's difficult to pick the perfect time for airfares, but we usually say the earlier, the better. Many international flights on Expedia become available to compare up to 12 months in advance. If you're booking last minute, don't despair. Discounted prices appear from time to time within a few weeks of departure dates.
What should I know before booking a Winnebago County travel package?
Whether it's adventure or relaxation you're seeking, a Winnebago County holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Winnebago County Expedia holiday package?
Most definitely. Expedia has over 550 partner airlines to pick from worldwide. With such a big range of choice, finding the perfect carrier to whisk you away to Winnebago County shouldn't be hard.
If I'm not able to travel, can I cancel my Winnebago County holiday package?
It's good to know that you can cancel your Winnebago County booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.