Medinah Vacations from ￥261,218

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The Latest Medinah Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on Jul 21, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
THE CARPET IS VERY DIRTY.

Reviewed on Jul 21, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
The room was excellent and clean! And such a great location!

Reviewed on Jul 23, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (3,357 reviews)
Nice hotel, conveniently located

Reviewed on Jul 23, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
The property in itself was not terrible, but I expected better.

Reviewed on Jul 19, 2025

Find the Best Medinah Vacation Packages

Medinah Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is ￥20,187 per night from Aug 7 to Aug 8
￥20,187
￥23,010 total
Aug 7 - Aug 8
includes taxes & fees
8.6/10 Excellent! (1,775 reviews)
"Great hotel! Clean, safe and quiet."

Reviewed on Jul 23, 2025

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
The price is ￥19,791 per night from Jul 27 to Jul 28
￥19,791
￥22,558 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (2,313 reviews)
"Our stay at the Crowne Plaza Rosemont was nice. It was a business trip for a conference. The elevators had some issues and with so many people in for the conference it made it a bit of a “log jam” at times. The staff was very friendly. The location was perfect with several restaurants within walking ..."

Reviewed on Jul 20, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥26,278 per night from Aug 22 to Aug 23
￥26,278
￥30,849 total
Aug 22 - Aug 23
includes taxes & fees
8/10 Very Good! (2,072 reviews)
"Overall a great hotel for my needs. Had my flight come in late at night and next segment early in am."

Reviewed on Jul 23, 2025

Hilton Chicago O'Hare Airport
See all 1,849 properties in Medinah
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 Medinah

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 Medinah

River tour boat in Chicago

Architecture River Tour

￥7,149
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥6,597
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

￥6,597
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Medinah

Frequently asked questions

How much does a Medinah vacation package cost?
You'll find cheap prices from ￥261,218 on Expedia for your Medinah getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Medinah costs.
What are the cheapest months to go to Medinah?
If you're hoping to book a cheap Medinah vacation package, consider planning a trip in January, February and November. You'll generally find better prices on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Medinah?
The ideal duration for your Medinah vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to tick off all the top attractions and discover some hidden spots along the way.
How to find the best Medinah package deals?
Begin your search for a Medinah package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Medinah package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Medinah adventure underway.
Is it cheaper to book a Medinah vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still have the freedom to create a customized Medinah vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Medinah?
Secure amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Medinah escape.
How to plan a trip to Medinah?

  1. Pick your dates: The things you'd like to do in Medinah and your favorite season will help you decide when to go.
  2. Set a budget: Consider expenses like flights, food and transportation when calculating how much to set aside for your trip to Medinah. Then, select a hotel that works with your budget, whether that's a wallet-friendly option or a more upscale getaway.
  3. Determine how many days away: Start by listing all the sights and activities you'd like to get to in Medinah. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, book the right Medinah vacation package for you.

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