New Chicago Holidays from £934

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Top New Chicago Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,506, price is now £934 per person
£934
per person
5 Sept - 10 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,143, price is now £1,406 per person
£1,406
per person
29 Sept - 6 Oct
found 12 hours ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.

Reviewed on 14 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,433, price is now £948 per person
£948
per person
5 Sept - 10 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,977, price is now £1,349 per person
£1,349
per person
5 Sept - 10 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)
Trump is the best in town for families. Staff is awesome and pool is great. Very walkable. We go every summer

Reviewed on 16 Jul 2026

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 £1,403, price is now £980 per person
£980
per person
5 Sept - 10 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)

New Chicago Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
2,000
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC

Top hotels in New Chicago

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd. East Chicago IN
Fully refundableReserve now, pay when you stay
The price is £105 per night from 22 Jul to 23 Jul
£105
22 Jul - 23 Jul
includes taxes & fees
Ameristar Casino Hotel East Chicago
Super 8 by Wyndham South Holland

Super 8 by Wyndham South Holland

2 out of 5
17225 Halsted St South Holland IL
Fully refundableReserve now, pay when you stay
The price is £64 per night from 7 Aug to 8 Aug
£64
7 Aug - 8 Aug
includes taxes & fees
Super 8 by Wyndham South Holland
Days Inn and Suites by Wyndham Hammond, IN

Days Inn and Suites by Wyndham Hammond, IN

2 out of 5
4000 Calumet Avenue Hammond IN
Fully refundableReserve now, pay when you stay
The price is £79 per night from 17 Aug to 18 Aug
£79
17 Aug - 18 Aug
includes taxes & fees
7.2/10 Good! (381 reviews)
"Thank you"

Reviewed on 14 Jul 2026

Days Inn and Suites by Wyndham Hammond, IN
See all 544 properties in New Chicago
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 New Chicago travel package cost?
Starting from as low as £934, a travel package is your ticket to inexpensive travel. Custom make your New Chicago trip by picking from our great range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my New Chicago travel package?
It's hard to predict what the future holds, so it's good to know that you can change or cancel your New Chicago travel package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to New Chicago?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Choose the combination that suits you and watch your savings pile up. Of course, a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotels from all over the world, which lets you customize your New Chicago getaway.
Does Expedia offer Book Now, Pay Later New Chicago holidays?
Expedia has teamed up with online lender Klarna to make booking your next break a bit easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's easy monthly instalment plans. If making bite-sized repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay for your escape across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.

What are the top hotels in New Chicago?
Get your holiday off to a good start by reserving a room at Comfort Inn Hobart - Merrillville. It's one of most sought-after hotels in New Chicago. Another top option is Key West Inn Hobart.
How far in advance should I book my New Chicago holiday?
While prices change frequently, we generally advise booking your holiday as early as possible. Many international airfares can be compared on Expedia up to a year in advance. If you're booking late, you might still be lucky. Discount prices to New Chicago occasionally appear in the weeks prior to departure.
What does an Expedia New Chicago travel package include?
From hotels and flights to rental cars, Expedia can help you craft a New Chicago package that's right for you. Heading off for a few weeks? Check out a flight, rental car and hotel bundle. If you're taking a short break, an airfare and hotel deal could be more your style. Tours and activities can be added once you've made your booking. Our packages make it easy to plan and save.
What should I know before booking a New Chicago travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy terrific discounts. You're not restricted to hotels, though. Book with us and take your pick of oceanfront condos, cosy city apartments and even treehouses and ranches!
Can I choose my airline with a New Chicago Expedia travel package?
You can, and with more than 550 airlines to select from globally, you're not short on choice. Search the available options and see which airline best fits your budget and needs.

Explore a world of travel with Expedia

* 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.