Illinois Holiday Packages

Save when you book Illinois package deals

Choose two or more items and save on your trip:

Get great package deals to Illinois's top cities

Top Illinois hotels

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$204 per night from 22 Nov to 23 Nov
AU$204
22 Nov - 23 Nov
includes taxes & fees
Congress Plaza Hotel: Business-friendly hotel with free WiFi and 2 restaurants. Located in the city centre.
"We had a wonderful stay in Chicago! The hotel was great overall, and the staff really made the experience even better. John, the bartender, was fantastic, and Tina, who served us breakfast, was just the sweetest. Both deserve a special shoutout for making us feel so welcome. One thing I would love ..."

Reviewed on 15 Nov 2026

Opens in a new windowCongress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$204 per night from 1 Dec to 2 Dec
AU$204
1 Dec - 2 Dec
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast: Pet-friendly hotel with free WiFi and a bar/lounge. Located in a shopping district.
"Paper thin walls, super outdated everything, lumpy mattress, noisy AC, there was dirt or something in our bath tub when we arrived, and the lobby BLARED music all evening, even when we left for the airport at 4am"

Reviewed on 15 Nov 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 14 Dec to 15 Dec
AU$174
14 Dec - 15 Dec
includes taxes & fees
River Hotel: Pet-friendly hotel with free WiFi and room service. Located in the business district.
Opens in a new windowRiver Hotel
Don't see what you're looking for?
See all available properties in Illinois
View all properties
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.

Your guide to epic deals and sweet holiday packages to Illinois

How much are holiday packages to Illinois?

You can book an awesome holiday in Illinois from just on Wotif. Check our deal cards for details.

What’s included in Wotif’s Illinois holiday package deals?

Illinois packages can bundle everything: flight + hotel + car hire. But you can go for hotel + car hire without the flight. Or flight + hotel. You do you.

Can I cancel my Illinois holiday plans on Wotif?

Yes. Within 24 hours of booking, you can cancel and get your money back on many of our packages. After 24 hours, your airline or hotel may charge a fee. Check your itinerary or our Customer Service Portal to know more.

How do I find the best holiday package to Illinois?

Just take a look through all our terrific offers or select your dream spot in Illinois, and we’ll serve up some delicious Illinois holiday deals that’ll make you swoon and save you cash.

How do I get the best holiday deals to Illinois?

We have stacks of ready-made holidays and luxury getaways in Illinois, and usually the more flexible you can be on dates, the better the deal. Simply enter your travel details and we’ll find you loads of wallet-friendly deals. You can filter by trip length, hotel stars and flight class and – ta-daa – best break ever. Added bonus: our Price Promise refunds the difference if you find a lower price up to 24 hours before check-in.

When is the best time to visit Illinois?

usually has the best bargain breaks when hotel prices are often cheaper, and Illinois is quieter. But for more of a buzz, plan your visit in .

Why choose Wotif to book your holiday package to Illinois?

Plan your trip to Illinois today and you could save on your next escape and pay just . With Wotif, you know you’ve got great flexibility and those awesome Mates Rates deals, too.

More Destinations