Gresham Holidays from AU$2,249

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Your Gresham Holiday

Lock in your holiday package to Gresham and get ready to experience its cafes and beyond. Whether you're looking for fun or adventure, you'll discover it in this sought-after neighbourhood. No trip to Gresham is complete without checking out its top nearby attractions. Carter G. Woodson Library and Highland Community Bank are great places to start. Whatever your ideal Gresham holiday may look like, you can turn it into reality with Expedia.

Top Holiday Package Deals in Gresham

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (2,250 reviews)
Great stay, shuttle to the airport was timely

Reviewed on 9 Aug. 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.2/10 Very Good! (2,084 reviews)
The room was comfortable and very quiet despite the proximity to the airport. I would have preferred a queen size bed, but the only available option was a double.

Reviewed on 9 Aug. 2025

Sonesta Chicago O'Hare Airport Rosemont

Sonesta Chicago O'Hare Airport Rosemont

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.6/10 Excellent! (1,537 reviews)
Sonesta was lovely. Easy check in. Nice room. Pillows not so great. Shuttle service was excellent as was all the staff!

Reviewed on 8 Aug. 2025

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
7.4/10 Good! (1,009 reviews)
Very very quiet slept so good Needed pool and gym and cooking for myself

Reviewed on 7 Aug. 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
Clean and quiet. Great location and close to ORD

Reviewed on 6 Aug. 2025

Our guide on where to stay in Gresham

Find the best Gresham areas and neighborhoods for the activities you enjoy most. Learn more about Gresham
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Our pick of the best Gresham Hotel Deals

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$242 per night from 1 Sept to 2 Sept
AU$242
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,921 reviews)
"Took water awhile to get hot for shower, and parking is ridiculously expensive. Other than that enjoyed staying at hotel"

Reviewed on 8 Aug. 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$350 per night from 21 Aug to 22 Aug
AU$350
21 Aug - 22 Aug
includes taxes & fees
8.2/10 Very Good! (1,835 reviews)
"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."

Reviewed on 8 Aug. 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$276 per night from 24 Aug to 25 Aug
AU$276
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (3,635 reviews)
"I liked the security and safeness. I did not like that there was no valet/door person to help with bags, when spending thousands of dollars I would expect a door person to be there to assist with bags out of car and up to room and would also appreciate complimentary water each day not 2 bottles in ..."

Reviewed on 8 Aug. 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,575 properties in Gresham
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.
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Frequently asked questions

How much does a Gresham holiday package cost?
The most affordable Gresham package is AU$2,249, so the trip of your dreams can become a reality — without breaking the bank. Bundle flights, hotels, car rentals and more to create a package that matches your travel style.
How do I get a cheap travel package to Gresham?
Our Gresham holiday packages mean plenty of savings for the savvy explorer. For the best deal, simply combine your flights, hotels and activities into one neat package. But bargain prices are only the start of your next big adventure. When you book with Expedia, you'll have more than 550 air carriers and 1 000 000 hotel options all over the world to choose from. Whatever your style or budget, there's a holiday package with your name on it.
Where should I stay in Gresham?
With so much to do in Gresham, it's a good idea to secure a room in a hotel close to its attractions. Dr. Percy Julian Residence, Highland Community Bank and Carter G. Woodson Library are some fascinating ones to put on your to-do list.
How far in advance should I book my Gresham holiday?
Travellers can normally browse international airfares on Expedia within 12 months of departure. Booking late? With a bit of luck, it's still possible to purchase a cheap ticket just weeks before your flight.
What does an Expedia Gresham travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your ideal Gresham getaway. You can also add on fun stuff like activities and experiences once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Gresham travel package?
Bundling your bookings into a Gresham holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Gresham Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you definitely can. Simply select your preferred carrier and craft your ideal Gresham escape.
If I'm not able to travel, can I cancel my Gresham holiday package?
Don't stress if you're rethinking your Gresham holiday package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally get that your circumstances can change suddenly, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

Activities

River tour boat in Chicago

Architecture River Tour

AU$64
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

AU$69
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.