Chicago Heights Holidays

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    Save up to €185 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Flight + Hotel Deals in Chicago Heights

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was €1,303, price is now €843 per person
€843
per person
2 Nov - 9 Nov
found 18 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Friendly staff, clean and comfortable, convenient location

Reviewed on 20 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €2,651, price is now €1,575 per person
€1,575
per person
2 Nov - 9 Nov
found 18 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €2,018, price is now €1,253 per person
€1,253
per person
2 Nov - 9 Nov
found 18 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
Rooms are basic and bathrooms and sink area small. But all comfortable

Reviewed on 17 Aug 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was €1,413, price is now €924 per person
€924
per person
2 Nov - 9 Nov
found 18 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great except parking

Reviewed on 19 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,879, price is now €1,239 per person
€1,239
per person
2 Nov - 9 Nov
found 18 hours ago
Return direct flight included
Faro (FAO) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
Loved the atmosphere and friendly atmosphere

Reviewed on 18 Aug 2025

Top hotels in Chicago Heights

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
The price is €125 per night from 27 Aug to 28 Aug
€125
27 Aug - 28 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"It was safe and shopping and food were excellent nearby; there were some outside renovations being done but overall it was great."

Reviewed on 19 Aug 2025

Hilton Chicago/Oak Lawn
Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport

2.5 out of 5
6540 S Cicero Ave, Chicago, IL
The price is €136 per night from 2 Sept to 3 Sept
€136
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,148 reviews)
Greg Coleman
"The surprise $30 a day parking fee. Should have been mentioned when I booked"

Reviewed on 16 Aug 2025

Hampton Inn by Hilton Chicago-Midway Airport
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave, Bridgeview, IL
Fully refundableReserve now, pay when you stay
The price is €47 per night from 24 Aug to 25 Aug
€47
24 Aug - 25 Aug
includes taxes & fees
6.8/10 (1,201 reviews)
"Absolutely awesome"

Reviewed on 17 Aug 2025

Motel 6 Bridgeview, IL
See all 795 properties in Chicago Heights
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 Chicago Heights holiday package cost?
Offering excellent value package deals from €843 on Expedia, you'll be surprised at how little a holiday to Chicago Heights costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Chicago Heights?
You can generally find reduced prices and better availability in January, February and November. Browse our cheap Chicago Heights holiday packages and you could land some great off-season discounts.
How many days is enough for Chicago Heights?
The ideal duration of your Chicago Heights holiday depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to check out all the major sights and discover some hidden gems along the way.
How to find the best Chicago Heights package deals?
Begin your search for a Chicago Heights package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Chicago Heights package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chicago Heights adventure underway.
Is it cheaper to book a Chicago Heights holiday as a package?
You can enjoy significant savings on your next Chicago Heights retreat by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Chicago Heights?
If you're planning an impromptu Chicago Heights adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Chicago Heights?

  1. Pick your dates: The things you want to do in Chicago Heights and your favourite season can help you decide when to travel.
  2. Set a budget: Consider costs like transportation, flights and meals when working out how much to put aside for your trip to Chicago Heights. Then, choose a property that suits your budget, whether that's an affordable stay or a lavish getaway.
  3. Decide how many days away: Start by compiling a list of the sights and activities you'd like to experience in Chicago Heights. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Chicago Heights holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.