Chicago Heights Holidays from £937

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Your Chicago Heights Holiday

When you book a holiday package to Chicago Heights, you can relax and enjoy your escape knowing your travel plans are in order. Discover the many gems of this vibrant city while staying in a neighbourhood like Glenwood, which is great for golfing. There's plenty to put on your itinerary during a trip to Chicago Heights, beginning with popular attractions such as Coyote Run Golf Course and Ravisloe Country Club. No matter your travel plans or the size of your budget, putting together the ultimate tailored Chicago Heights holiday is simple with Expedia.

Top Chicago Heights Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was £1,314, price is now £937 per person
£937
per person
26 Sept - 29 Sept
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,120, price is now £1,357 per person
£1,357
per person
1 Oct - 8 Oct
found 20 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (501 reviews)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £1,522, price is now £1,092 per person
£1,092
per person
26 Sept - 29 Sept
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.2/10 Wonderful! (1,150 reviews)

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments

2 out of 5
Near North Side
Save 100% on your flight
Price was £3,346, price is now £2,523 per person
£2,523
per person
8 Oct - 14 Oct
found 2 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (19 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £1,457, price is now £1,119 per person
£1,119
per person
26 Sept - 1 Oct
found 1 hour ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,603 reviews)
Please improve food court

Reviewed on 23 Jul 2026

Chicago Heights Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
30,300
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Odyssey Fun World, Midwest Carvers Museum and William W. Powers State Recreation Area

Top hotels in Chicago Heights

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
The price is £175 per night from 26 Jul to 27 Jul
£175
26 Jul - 27 Jul
includes taxes & fees
Chicago Lake Shore Hotel
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £100 per night from 9 Aug to 10 Aug
£100
9 Aug - 10 Aug
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"Don’t get fooled by the room rate; you’ll still have to pay to eat breakfast($18 a person) and $23 a night to park your car. Ridiculous!! I could have stayed elsewhere for a little bit more for the room and gotten free parking and breakfast! The hotel does offer an airport shuttle “but not on weekends.” ..."

Reviewed on 22 Jul 2026

Holiday Inn Chicago – Midway Airport S by IHG
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £93 per night from 20 Aug to 21 Aug
£93
20 Aug - 21 Aug
includes taxes & fees
8/10 Very good! (1,995 reviews)
"A good night’s stay."

Reviewed on 23 Jul 2026

Sleep Inn Midway Airport Bedford Park
See all 820 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Chicago Heights travel package cost?
Perhaps much less than you think — from as low as £937, in fact! By bundling hotels, flights and car rentals into a customized travel package, your getaway to Chicago Heights is just a few clicks away.
If I'm not able to travel, can I cancel my Chicago Heights travel package?
We totally get that life sometimes gets in the way of your plans. If you've locked in a Chicago Heights travel package and have to change or cancel it, we're here to help. We recommend taking a look at our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Chicago Heights?
You'll save loads of cash if you bundle your flights, car rentals and hotels into a Chicago Heights travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer over 550 partner airlines and 1,000,000 properties throughout the world, so you'll always have plenty of variety to choose from. Want to save even more? Add some popular activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Chicago Heights holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip easier on your hip pocket. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more money to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this plan. Put down a small deposit on your booking and then start packing your bags.

Where should I stay in Chicago Heights?
Chicago Heights boasts a number of wonderful places to see, including Franciscan St. James Health - Chicago Heights. Secure a room in a hotel close by and make sightseeing easier.
What are the top hotels in Chicago Heights?
Make a reservation at Hyatt Regency Chicago. It's one of this neighbourhood's most in-demand properties. Another highly rated option in Chicago Heights is The Godfrey Hotel Chicago.
How far in advance should I book my Chicago Heights holiday?
You'll be rewarded with the widest variety at the cheapest prices by booking your Chicago Heights holiday nice and early. Airlines usually publish flights anywhere up to a year prior to departure, so secure your spot as soon as you can. That said, Expedia is committed to providing you with the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Chicago Heights travel package include?
You can select from a combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your airfare class? That's easily done too. The choice is yours when it comes to putting together your perfect Chicago Heights trip.
What should I know before booking a Chicago Heights travel package?
You'll score excellent savings when you bundle your flights, hotels and rental cars into a package. Not just that, booking everything in one place makes trip planning much easier. So why waste your time or money? Whether you're organising a ritzy romantic getaway or a low-cost family road trip, check out our package deals today.
Can I choose my airline with a Chicago Heights Expedia travel package?
Most definitely. Expedia has more than 550 airline partners to pick from worldwide. With so many choices, finding the perfect carrier to whisk you off to Chicago Heights will be a snap.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.