New Chicago Vacations from $618

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The Latest New Chicago vacation packages

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
Save 100% on your flight
Price was $957, price is now $618 per person
$618
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,070 reviews)
Very clean and spacious! Friendly staff Generous breakfast tho coffee could be much better ditto tea…both like dishwater if British take t-bags! If coffee fan have elsewhere. And no water in rooms after first night. Apart from those niggles beds very comfy enjoyable stay…roof top bar a must!

Reviewed on May 12, 2026

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,754, price is now $1,032 per person
$1,032
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,825 reviews)
Lovely hotel, very modern and clean. Had fantastic views from the top floor. We were on floor 28 and the skyline was great. Bed very comfortable and it was expected from a 4* hotel. Chicago is a business city, reminded me of a bar man set as its high rised buildings and slightly darker from the shadows of these buildings. Locally there was a few cafes and coffee shops for easy reach for breakfast

Reviewed on May 11, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,677, price is now $992 per person
$992
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (471 reviews)
The rooms were very clean!

Reviewed on May 4, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $963, price is now $624 per person
$624
per person
Jun 22 - Jun 25
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Love the amenities. Great location too

Reviewed on May 3, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,047, price is now $683 per person
$683
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
we didn't have breakfast at the hotel

Reviewed on May 11, 2026

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New Chicago Hotel Deals

Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond

Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond

3 out of 5
7720 Corinne Dr Hammond IN
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from May 21 to May 22
$105 total
May 21 - May 22
Total with taxes and fees
8/10 Very Good! (1,009 reviews)
Excellent staff, hotel fairly clean breakfast was okay. Overall a good experience.

Reviewed on May 12, 2026

Fairfield Inn & Suites by Marriott Chicago Southeast/Hammond
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
$59 nightly
The price is $66 total per night from May 14 to May 15
$66 total
May 14 - May 15
Total with taxes and fees
6/10 (782 reviews)
I'm liking my stay the room was clean staff is good yes I would stay again

Reviewed on May 11, 2026

Econo Lodge South Holland - Chicago Southland
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
$84 nightly
The price is $94 total per night from May 18 to May 19
$94 total
May 18 - May 19
Total with taxes and fees
7.2/10 Good! (300 reviews)
room was clean. Staff was very accommodating.

Reviewed on May 12, 2026

Days Inn and Suites by Wyndham Hammond, IN
See all 529 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 $618 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.