Lawndale Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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.
Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was S$727, price is now S$539 per person
S$539
per person
22 Sept - 24 Sept
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (2,134 reviews)
Incredible location and staff so helpful and kind! Loved our stay

Reviewed on 30 Jun, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,019, price is now S$695 per person
S$695
per person
22 Sept - 24 Sept
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Was excited to again stay with Omni but this property wasn’t up to the same standards as others we’ve stayed at… It was clean but just seemed “sad”

Reviewed on 1 Jul, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,006, price is now S$696 per person
S$696
per person
24 Sept - 26 Sept
found 10 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well

Reviewed on 26 Jun, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,351, price is now S$982 per person
S$982
per person
22 Sept - 24 Sept
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
Great service

Reviewed on 30 Jun, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was S$956, price is now S$717 per person
S$717
per person
24 Sept - 26 Sept
found 10 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (2,222 reviews)
Great experience! Thanks!

Reviewed on 29 Jun, 2026

Where to stay in Lawndale

Find the best Lawndale areas and neighborhoods for the activities you enjoy most. Learn more about Lawndale
A busy city street with tall buildings, a bus, and cars.

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

Top hotels in Lawndale

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 S$229 per night from 2 Jul to 3 Jul
S$229
2 Jul - 3 Jul
includes taxes & fees
8/10 Very good! (10,186 reviews)
"I would only stay here for the location or a one to two-night stay. No thermostat in the room so we needed a portable heater because it was so cold. The water pressure in the shower was pathetic and the tub didn't work. Our toilet was running and we had to have two separate calls to have it fixed. ..."

Reviewed on 1 Jul, 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$278 per night from 5 Jul to 6 Jul
S$278
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (1,826 reviews)
"Was excited to again stay with Omni but this property wasn’t up to the same standards as others we’ve stayed at… It was clean but just seemed “sad”"

Reviewed on 1 Jul, 2026

Omni Chicago Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$291 per night from 6 Jul to 7 Jul
S$291
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (4,476 reviews)
"Bedsheets had stains upon arrival and the shower & sink faucet dials were loose."

Reviewed on 1 Jul, 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,646 properties in Lawndale
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 Lawndale holiday package cost?
Live it up in Lawndale from as little as S$539. We offer a great selection of flights, hotels and rental cars to suit every style and budget. You can pick up even more discounts when you add a few sightseeing activities to your holiday package.
How do I get a cheap travel package to Lawndale?
You'll save a pile of money if you bundle your car rentals, hotels and flights into a Lawndale travel package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 properties throughout the world, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some exciting activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Lawndale?
A journey to Lawndale has to include University of Illinois Chicago and United Centre. Reserve a room as close as possible so you can easily access these awesome attractions.
How far in advance should I book my Lawndale holiday?
It can be hard to know exactly when the best time is to book your Lawndale trip. But usually the earlier you book, the better the prices. In some cases, you can book your flights and hotels nearly a year prior to departure. If you're considering a last-minute getaway, no need to fret! There are terrific deals announced on Expedia every single day.
What does an Expedia Lawndale travel package include?
Hotels, flights and a reliable car for all your road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a couple of sightseeing tours and watch your savings stack up. When it comes to creating your Lawndale escape, the choice is all yours!
What should I know before booking a Lawndale travel package?
Locking in all the parts of your trip together is one of the best ways to save. Combine car rentals, airfares and hotels into a convenient little package. But it's not just hotels. Expedia offers all kinds of properties, including holiday rentals like beach villas and serviced residences. You've got choices galore!
Can I choose my airline with a Lawndale Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You're the boss! We have access to more than 550 partner airlines throughout the world, so you have lots of choice when putting together your Lawndale adventure.
If I'm not able to travel, can I cancel my Lawndale holiday package?
Yes you can, and we'll help you every step of the way. You may be able to change or cancel your Lawndale holiday package for free if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company for older bookings. If life throws you a curveball, look up our Customer Service Portal for further information.

Stay near popular Lawndale attractions

Anna and Frederick Douglass Park

7.0/10 (12 reviews)
After visiting Anna and Frederick Douglass Park, make a plan to see the other sights and activities in Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$31
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.