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A nighttime cityscape with dense urban architecture and illuminated streets.

Chicago Ridge Vacations from $345

Book a Hotel + Flight or Car together to unlock savings

The Latest Chicago Ridge Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Oct 15 - Oct 18

    Travelodge by Wyndham Downtown Chicago + Flight

    Downtown Chicago
    3 nights
    2.0 star property
    7.6/10 - Good (2,731 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    Save 100% on your flight
    $641
    $345
    per traveler
    found 1 day ago
    Travelodge by Wyndham Downtown Chicago
  • Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view
    Sep 13 - Sep 19

    Four Seasons Hotel Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,005 reviews)
    "Late on room service. Forgot items requested, making room service even later. Tv was not plugged in correctly and wasted my time. If i pay this much for a room for 2 nights I really expect these simple things to work the first time and me not have to waste my time trying to figure out why the tv isnt working. Idk i think some of the staff is a little confused or lazy im not sure. Beautiful hotel and beautiful room with a great view. Also the wings from room service could be SOO muchh..."
    Reviewed August 4, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $4,717
    $2,732
    per traveler
    found 1 day ago
    Four Seasons Hotel Chicago
  • Premium bedding, pillowtop beds, in-room safe, desk
    Sep 6 - Sep 9

    Level Chicago - River North + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,043 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    Save 100% on your flight
    $862
    $530
    per traveler
    found 1 day ago
    Level Chicago - River North
  • Full-size fridge, microwave, oven, stovetop
    Oct 22 - Oct 25

    Level Chicago – Old Town + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (512 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    Save 100% on your flight
    $997
    $623
    per traveler
    found 1 day ago
    Level Chicago – Old Town
  • City view from property
    Oct 15 - Oct 18

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.2/10 - Very Good (2,910 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    Save 100% on your flight
    $747
    $469
    per traveler
    found 1 day ago
    Hotel Felix River North/Magnificent Mile

Chicago Ridge Hotel Deals

Signature Room | Iron/ironing board (on request), WiFi (free), bed sheets

Bluestar Motel

Bluestar Motel
2.5 star property
0.9 mi from Chicago Ridge
8.6 out of 10, Excellent, (134 reviews)
"Great se"
$90 nightly
The price is $102
Aug 10 - Aug 11
Total with taxes and fees
Bluestar Motel
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.
See all properties in Chicago Ridge

Frequently Asked Questions

How much does a Chicago Ridge vacation package cost?

Offering great value package deals from $345 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?

December, January and February are great times to look for cheap Chicago Ridge vacation packages. Traveling in less busy months means you'll typically find lower prices on flights and accommodations.

How many days is enough for Chicago Ridge?

Usually, a handful of days is enough to go to the major attractions during your Chicago Ridge vacation. But if you'd like to have time to rest or go on day trips, consider 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.

Does Expedia offer Book Now, Pay Later Chicago Ridge vacation packages?

If you're anything like us, you love traveling but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Chicago Ridge vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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