Chicago Lawn Vacations from ￥266,396

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    Save up to ￥109,000 when you book a flight and hotel together*

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The Latest Chicago Lawn 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
Price was ￥333,099, price is now ￥266,396 per person
￥266,396
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,391 reviews)
Overall great experience

Reviewed on Jun 15, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ￥369,264, price is now ￥305,394 per person
￥305,394
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,325 reviews)
The staff was great. The room was nice but I would have preferred more towels. The remote in our room wasn’t working fully as well as the steamer in the room. Otherwise, it is a good hotel but would not recommend for families.

Reviewed on Jun 15, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥443,444, price is now ￥366,781 per person
￥366,781
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,888 reviews)
Very clean rooms, helpful staff and great amenities! Close to everything and convenient to shopping and eating Felt safe and comfortable in the area !

Reviewed on Jun 15, 2026

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Price was ￥444,968, price is now ￥369,419 per person
￥369,419
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,384 reviews)
The staff was very helpful! I arrive a bit early and the front desk staff was able to get me in early so I could rest. The room view was amazing and very clean and comfortable. Location was also great , lively and walking distance to everything I wanted to see. Would definitely stay again!

Reviewed on Jun 16, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ￥350,859, price is now ￥292,083 per person
￥292,083
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (484 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.

Reviewed on Jun 11, 2026

Where to stay in Chicago Lawn

Find the best Chicago Lawn areas and neighborhoods for the activities you enjoy most. Learn more about Chicago Lawn
Downtown Chicago

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Chicago Lawn Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,866 per night from Jun 30 to Jul 1
￥21,866
￥25,996 total
Jun 30 - Jul 1
includes taxes & fees
8/10 Very Good! (10,286 reviews)
"This is the second time I’ve stayed at this property. It is conveniently located and the rooms facing the lake have a gorgeous view (request lake view). The room lighting was poor, and I missed having a table on each side of the bed."

Reviewed on Jun 16, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥21,906 per night from Jun 30 to Jul 1
￥21,906
￥26,044 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (1,592 reviews)
"Clean room staff nice"

Reviewed on Jun 15, 2026

The Chicago Hotel Collection - Magnificent Mile
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 ￥25,491 per night from Jun 28 to Jun 29
￥25,491
￥29,055 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,676 reviews)
"Aside from the liberal marketing and CNN programming everywhere, it was a nice experience."

Reviewed on Jun 15, 2026

Hyatt Regency O'Hare Chicago
See all 4,719 properties in Chicago Lawn
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.

Frequently asked questions

How much does a Chicago Lawn vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Chicago Lawn from just ￥266,396. And the more you bundle, the more dollars you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to Chicago Lawn?
Just imagine all the thrilling things you could do in Chicago Lawn with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights and hotel into a Chicago Lawn vacation package. You have plenty of choice when you book with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 properties globally. Whether you're heading off with the family or traveling solo, planning a getaway to Chicago Lawn is better with a package.
Where should I stay in Chicago Lawn?
A vacation in Chicago Lawn isn't complete without paying a visit to Marquette Park, Balzekas Museum of Lithuanian Culture and Holy Cross Hospital. Spend your evenings close to these sights and make sightseeing a breeze.
How far in advance should I book my Chicago Lawn vacation?
To land discount prices, book as soon as you can. Air carriers generally advertise flight tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you're in need of a last-minute getaway to Chicago Lawn, there are always plenty of great deals on Expedia. Check them out now!
What does an Expedia Chicago Lawn travel package include?
That mostly depends on you. You can pick from a range of Chicago Lawn bundles, such as a flight, hotel and rental car. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your ideal Chicago Lawn break looks like, you're sure to save!
What should I know before booking a Chicago Lawn travel package?
So many places to travel to, so many things to see. With a package, you can cross more of them off your list. Combine your hotels, rental cars and flights and get ready to save.
Can I choose my airline with a Chicago Lawn Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines globally, so you have lots of choice when putting together your Chicago Lawn trip.
If I'm not able to travel, can I cancel my Chicago Lawn vacation package?
We totally understand that life doesn't always go according to plan. If you've booked a Chicago Lawn vacation package and have to cancel or change it, we can help. We recommend visiting our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Stay near popular Chicago Lawn attractions

Marquette Park

9.4/5 (3 reviews)
After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.