Chicago Ridge Vacations from ￥204,359

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    Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Chicago Ridge Vacation Packages

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

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Been there a couple times always a nice stay, great location

Reviewed on Jul 8, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Aug 22 - Aug 25
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Loved the property and the service of the staff! Everything was outstanding!!

Reviewed on Jul 8, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
It’s a great location for walk around the beautiful downtown of Chicago. People were so helpful and friendly. Definitely I’ll consider coming back.

Reviewed on Jul 7, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Aug 22 - Aug 25
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Always love our stay at The Peninsula!

Reviewed on Jun 29, 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.4/10 Very Good! (1,950 reviews)
The property was very nice until we got to the room. The room seemed more dark and dingy. Very expensive for the quality of the room. Staff were extremely nice and the hotel was more central to different parks and modes of transportation.

Reviewed on Jul 2, 2025

Find the Best Chicago Ridge Vacation Packages

Chicago Ridge Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is ￥25,505 per night from Jul 20 to Jul 21
￥25,505
￥29,940 total
Jul 20 - Jul 21
includes taxes & fees
7.8/10 Good! (8,887 reviews)
"Everything was great loved the lication"

Reviewed on Jul 6, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is ￥30,228 per night from Aug 7 to Aug 8
￥30,228
￥40,151 total
Aug 7 - Aug 8
includes taxes & fees
9/10 Wonderful! (1,998 reviews)
"The property is next to most restaurants, shopping mall and walking distance to Navy Pier"

Reviewed on Jul 7, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is ￥25,987 per night from Aug 6 to Aug 7
￥25,987
￥30,505 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (2,406 reviews)
"Excellent location. Only one block away from the lake as well as from the Michigan avenue (shopping area). Our room was nice and clean. I should not say room, it was like an one bedroom apartment without a kitchen. The management was very nice."

Reviewed on Jul 8, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,294 properties in Chicago Ridge
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.

Discover the most popular places to visit in Chicago Ridge

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Chicago Ridge

River tour boat in Chicago

Architecture River Tour

￥7,055
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥6,509
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

￥6,509
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Chicago Ridge

Frequently asked questions

How much does a Chicago Ridge vacation package cost?
Offering great value package deals from ￥204,359 on Expedia, you'll be pleasantly surprised at how much a vacation to Chicago Ridge costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Chicago Ridge?
If you're hoping to book a cheap Chicago Ridge vacation package, consider planning a trip in January, February and November. You'll generally find better rates on flights and accommodations during these quieter months --- perfect for a budget-friendly getaway.
How many days is enough for Chicago Ridge?
Usually, a handful of days is enough to visit the major attractions during your Chicago Ridge vacation. However, if you prefer to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Chicago Ridge package deals?
Begin your search for a Chicago Ridge package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," 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 ideal Chicago Ridge package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chicago Ridge adventure off to a flying start.
Is it cheaper to book a Chicago Ridge vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels individually. Better still, you can customize your Chicago Ridge escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Chicago Ridge?
If you're planning a spontaneous Chicago Ridge getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Chicago Ridge?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Chicago Ridge.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when working out how much to save for your trip to Chicago Ridge. Then, choose a property that works with your budget, whether that's a low-cost stay or a deluxe retreat.
  3. Decide how long to go for: Now that you're more familiar with Chicago Ridge, you can figure out the ideal length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Chicago Ridge vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.