Title: Illinois Luxury Holidays 2026 | Expedia.co.uk

![](https://images.trvl-media.com/place/215/aa920d34-e093-4af5-87ef-8a5ae8eefcac.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Illinois Luxury Holidays

## Book a Luxury Hotel + Flight or Car together to unlock savings

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Find the right fit  
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Packages with flights are ATOL protected

## Top flight + Luxury hotel deals in Illinois

Price found within the past 48 hours. Click for updated prices.

![Hotel 55 Chicago Downtown](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-2cdbdb6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel 55 Chicago Downtown

Downtown Chicago

£915

per person

2 May - 4 May

found 12 hours ago

Return flight included

London (LHR) to Chicago (ORD)

8.8/10 Excellent! (1,580 reviews)

Great hotel, Great staff, Great environment! Only complaint I have is $80 for parking is too high but I would definitely stay again and recommend it to others

Reviewed on 23 Mar 2026

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

£1,090

per person

2 May - 4 May

found 12 hours ago

Return flight included

London (LHR) to Chicago (ORD)

9.4/10 Exceptional! (1,852 reviews)

Elegant and beautiful

Reviewed on 26 Mar 2026

![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/7aab5ae1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

£1,004

per person

2 May - 4 May

found 12 hours ago

Return flight included

London (LHR) to Chicago (ORD)

9.4/10 Exceptional! (3,646 reviews)

If you want to be central to downtown Chicago this is the hotel. I really enjoyed my stay. Great rooftop bar and 2 attached restaurants you can go to if you don't want to travel outside the hotel. However, the hotel pillows are trash. Bring your own pillow if you dont want a stiff neck

Reviewed on 25 Mar 2026

![InterContinental Chicago Magnificent Mile by IHG](https://images.trvl-media.com/lodging/1000000/30000/20300/20205/51496272_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

£985

per person

2 May - 4 May

found 12 hours ago

Return flight included

London (LHR) to Chicago (ORD)

9.2/10 Wonderful! (2,858 reviews)

The pool is spectacular - but deep! Kids should bring floats - it's an 19th century pool redone for today so ladders only. LOVED the location and very nice staff. Very helpful. Breakfast on site was pricey was excellent. All meals are pricey in Chicago so to be expected I suppose.

Reviewed on 26 Mar 2026

![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairmont Chicago at Millennium Park

Downtown Chicago

£1,091

per person

2 May - 4 May

found 12 hours ago

Return flight included

London (LHR) to Chicago (ORD)

8.6/10 Excellent! (2,076 reviews)

Everything was perfect

Reviewed on 26 Mar 2026

Don't see what you're looking for?

See all available trips from London to Illinois

[View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=LHR&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Luxury holidays in Illinois

Price found within the past 48 hours. Click for updated prices.

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

£1,090

per person

2 May - 4 May

found 12 hours ago

Return flight included

London (LHR) to Chicago (ORD)

9.4/10 Exceptional! (1,852 reviews)

Elegant and beautiful

Reviewed on 26 Mar 2026

Don't see what you're looking for?

See all available trips from London to Illinois

[View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=LHR&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Luxury holidays in Illinois

Price found within the past 48 hours. Click for updated prices.

![The Royal Sonesta Chicago River North](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/f57ccf79_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Royal Sonesta Chicago River North

Downtown Chicago

£939

per person

10 May - 13 May

found 12 hours ago

Return flight included

London (LON) to Chicago (ORD)

9.2/10 Wonderful! (2,465 reviews)

Hotel surrounded by many restaurants and convenient stores. Friendly staff and clean hotel! City view was great. I would stay again

Reviewed on 27 Mar 2026

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

£1,399

per person

10 May - 13 May

found 12 hours ago

Return flight included

London (LON) to Chicago (ORD)

9.4/10 Exceptional! (1,852 reviews)

Elegant and beautiful

Reviewed on 26 Mar 2026

![Staypineapple, An Iconic Hotel, The Loop](https://images.trvl-media.com/lodging/1000000/290000/284800/284792/bbf9e380_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

£1,026

per person

10 May - 13 May

found 12 hours ago

Return flight included

London (LON) to Chicago (ORD)

9.4/10 Exceptional! (1,021 reviews)

I would have rated all 5 star but the restaurant Atwood was closed and we weren’t notified in time to change plans! The staff and (Mr.Brown ) were extremely accommodating! It was my bday and they decorated our room with all sorts of goodies including a hand made stuffed wash cloth doggie! Our housekeeper was amazing too! The room decor is such fun and extremely clean! The only drawback is the rooms are very small and some not configured well! All and all it’s a wonderful place to experience!!!!🍍

Reviewed on 18 Mar 2026

Don't see what you're looking for?

See all available trips from London to Illinois

[View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-04-27/2026-05-04/?FromAirport=LON&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## All you need to know about luxury holidays in Illinois

####  What can I expect from a luxury Illinois holiday? 

Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes. 

####  How can I find all-inclusive luxury holidays in Illinois? 

Tick the all-inclusive and 5-star filters to find the crème de la crème of Illinois holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end. 

####  Can I book a cheap luxury holiday to Illinois? 

A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Illinois starting at £915\. Prices and availability are subject to change. Additional terms may apply. 

####  Are there luxury spa holidays in Illinois? 

For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Illinois spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh. 

####  What should I look for when booking a luxury family holiday in Illinois? 

Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore. 

####  Can I book luxury last-minute holidays to Illinois? 

You can wangle a top-notch luxury holiday in Illinois for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better! 

####  Can I book a luxury holiday in Illinois with free cancellation and/or flexible dates? 

If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions. 

####  Why should I book my luxury travel to Illinois with Expedia? 

Nobody does luxury quite like Expedia. With so many gorgeous properties in Illinois to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book. 

## Top Luxury Illinois Hotels

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/4465cc02_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

- 10 min drive from Wrigley Field

£326

2 Apr - 3 Apr

includes taxes & fees

Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...

9.4/10 Exceptional! (1,852 reviews)

Elegant and beautiful

Reviewed on 26 Mar 2026

[](https://expedia.co.uk/Chicago-Hotels-Trump-International-Hotel-Tower-Chicago.h1723215.Hotel-Information)

![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Langham, Chicago

330 North Wabash Avenue Chicago IL

- 10 min drive from Wrigley Field

£395

12 Apr - 13 Apr

includes taxes & fees

Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...

9.8/10 Exceptional! (1,002 reviews)

The front desk workers were friendly and knowledgeable about the hotel and city.

Reviewed on 26 Mar 2026

[](https://expedia.co.uk/Chicago-Hotels-The-Langham.h6309326.Hotel-Information)

![The Peninsula Chicago](https://images.trvl-media.com/lodging/1000000/590000/581300/581213/e294b3a4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Peninsula Chicago

108 East Superior Street Chicago IL

- 9 min drive from Wrigley Field

£461

30 Mar - 31 Mar

includes taxes & fees

Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the property condition ...

9.8/10 Exceptional! (1,001 reviews)

Love this place

Reviewed on 26 Mar 2026

[](https://expedia.co.uk/Chicago-Hotels-The-Peninsula-Chicago.h581213.Hotel-Information)

[See all 10,387 properties in Illinois](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=215)

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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## More Holiday Ideas

[Illinois Flights

](https://expedia.co.uk/Destinations-In-Illinois.d215.Flight-Destinations)[

Illinois Hotels

](https://expedia.co.uk/Destinations-In-Illinois.d215.Hotel-Destinations)[

Illinois Holiday Rentals

](https://expedia.co.uk/Destinations-In-Illinois.d215.Holiday-Rental-Destinations)[

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Things to do in Illinois

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