Chicago Lawn Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Indoor wedding
    Aug 19 - Aug 22

    Swissotel - Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.0/10 - Wonderful (3,357 reviews)
    "Staff was so helpful"
    Reviewed May 29, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • Nonstop ORD - YUL • Nonstop
    CA $1,254
    CA $893
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • Smart TV
    Jul 17 - Jul 21

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (490 reviews)
    "Amazing place"
    Reviewed May 26, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $1,920
    CA $1,274
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Front of property - evening/night
    Aug 10 - Aug 15

    The Peninsula Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.8/10 - Exceptional (1,002 reviews)
    "Everyone was so helpful and friendly Great environment. Cleaning, room service ,breakfast A+"
    Reviewed May 29, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $3,825
    CA $2,676
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Terrace/patio
    Aug 19 - Aug 22

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,512 reviews)
    "Without a doubt, the view of the pier and city skyline was the BEST part of this hotel experience. The room was pretty large and had a great sitting area to read, gaze at the water, people watch, and relax. The hotel staff was nice and helpful. Everything I needed and wanted to do for this trip was at the Navy Pier so the Sable Hotel checked all my boxes."
    Reviewed May 28, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • Nonstop ORD - YUL • Nonstop
    CA $1,653
    CA $1,171
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Premium bedding, pillowtop beds, in-room safe, individually furnished
    Jul 31 - Aug 3

    Level Chicago - River North + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,004 reviews)
    "Great room with excellent views!"
    Reviewed May 30, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,877
    CA $1,339
    per traveller
    found 1 day ago
    Level Chicago - River North

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 CA $180 per night from Jun 29 to Jun 30
CA $180
CA $213 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,124 reviews)
"Great location and clean"

Reviewed on May 29, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from Jun 30 to Jul 1
CA $261
CA $349 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (4,288 reviews)
"Staff was super nice and attentive."

Reviewed on May 29, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is CA $210 per night from Jun 28 to Jun 29
CA $210
CA $249 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,488 reviews)
"rooftop"

Reviewed on May 29, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,805 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 . 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.

Discover the most popular places to visit in Chicago Lawn

Wrigley Field

Wrigley Field

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

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

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

CA $55
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.