New Chicago Vacations from $190

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The Latest New Chicago vacation packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was $454, price is now $190 per person
$190
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
great staff...loved our stay.

Reviewed on Nov 22, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was $1,524, price is now $562 per person
$562
per person
Feb 5 - Feb 11
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $968, price is now $481 per person
$481
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Yes room was clean and orderly with everything in place. Front desk and dining staff were professional and thoughtful. Music in restaurant was a bit high for volume, more relaxing type of music would be nice. Food was good and happy hour specials were nice. enjoyed our stay.

Reviewed on Nov 26, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $692, price is now $348 per person
$348
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Its room was perfect the only bad part was their was a couple stains in the bathroom wall

Reviewed on Dec 1, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was $687, price is now $347 per person
$347
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city

Reviewed on Nov 26, 2025

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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
$123 nightly
The price is $137 total per night from Dec 3 to Dec 4
$137 total
Dec 3 - Dec 4
Total with taxes and fees
8.4/10 Very Good! (1,025 reviews)
Morning staff was excellent. The night staff not so much. One of them even hung up on me when I called down to ask a question. Other than that, I HIGHLY recommend this hotel. Cleaning staff was very friendly.

Reviewed on Nov 29, 2025

Ameristar Casino Hotel East Chicago
Econo Lodge South Holland - Chicago Southland

Econo Lodge South Holland - Chicago Southland

2 out of 5
17301 S Halsted St, Building B South Holland IL
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $64 total per night from Dec 9 to Dec 10
$64 total
Dec 9 - Dec 10
Total with taxes and fees
5.6/10 (657 reviews)
Great place to stay for the price. Staff is very friendly and professional.

Reviewed on Nov 19, 2025

Econo Lodge South Holland - Chicago Southland
FairBridge Inn Express Merrillville

FairBridge Inn Express Merrillville

2 out of 5
8250 Louisiana Street Merrillville IN
Fully refundableReserve now, pay when you stay
$50 nightly
The price is $56 total per night from Dec 3 to Dec 4
$56 total
Dec 3 - Dec 4
Total with taxes and fees
6.6/10 (471 reviews)
Good for the price. Friendly service

Reviewed on Nov 28, 2025

FairBridge Inn Express Merrillville
See all 496 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.

Find the Best New Chicago Vacation Packages

New Chicago Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
2,000

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Frequently asked questions

How much does a New Chicago vacation package cost?
You can snap up a vacation package to this destination from $190 on Expedia. But how much your vacation to New Chicago costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to New Chicago?
If you'd like to snag a cheap New Chicago vacation package, consider visiting in November, December and January. You'll typically find lower prices on airfares and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for New Chicago?
With a well-organized travel plan, you can easily tick off the top New Chicago sights in a few days. But if you want to discover hidden gems or take day trips, consider booking your New Chicago vacation for longer.
How to find the best New Chicago package deals?
Begin your search for a New Chicago package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect New Chicago package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your New Chicago adventure off to a flying start.
Is it cheaper to book a New Chicago vacation as a package?
You can enjoy significant savings on your New Chicago escape by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to New Chicago?
If you're considering an impromptu New Chicago vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later New Chicago vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your New Chicago break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.