Auburn Gresham Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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

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Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was S$746, price is now S$554 per person
S$554
per person
24 Sept - 26 Sept
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
We had a wonderful stay! The hotel was very clean, and the staff who checked us in and out were incredibly kind and welcoming. The location was perfect—we were able to walk everywhere we wanted to go, which made our trip so convenient. I would definitely stay here again!

Reviewed on 2 Jul, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$978, price is now S$671 per person
S$671
per person
24 Sept - 26 Sept
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
We enjoyed a mini vacation to our favorite hotel in Chicago. This is our fourth time staying with the Omni and they never disappoint. Easy walk to the Red Line to head to a Cubs game. Steps away from shopping, bars, and restaurants. Thanks for another amazing stay.

Reviewed on 2 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 1 day 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$1,352, price is now S$983 per person
S$983
per person
24 Sept - 26 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 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (2,222 reviews)
Clean Room, great staff and good location.

Reviewed on 2 Jul, 2026

Where to stay in Auburn Gresham

Find the best Auburn Gresham areas and neighborhoods for the activities you enjoy most. Learn more about Auburn Gresham
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 Auburn Gresham

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$187 per night from 6 Jul to 7 Jul
S$187
6 Jul - 7 Jul
includes taxes & fees
8/10 Very good! (10,139 reviews)
"Very cool old hotel in a great location. Well-restored and comfortable. Bell captains were very helpful with suggestions for local attractions and cabs."

Reviewed on 2 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! (1,834 reviews)
"We enjoyed a mini vacation to our favorite hotel in Chicago. This is our fourth time staying with the Omni and they never disappoint. Easy walk to the Red Line to head to a Cubs game. Steps away from shopping, bars, and restaurants. Thanks for another amazing stay."

Reviewed on 2 Jul, 2026

Omni Chicago Hotel
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 S$249 per night from 5 Jul to 6 Jul
S$249
5 Jul - 6 Jul
includes taxes & fees
8.8/10 Excellent! (2,759 reviews)
"old fashion"

Reviewed on 3 Jul, 2026

Hyatt Regency O'Hare Chicago
See all 4,385 properties in Auburn Gresham
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 an Auburn Gresham holiday package cost?
Starting from just S$554, a holiday package is your ticket to cheaper travel. Build your own Auburn Gresham escape by choosing from our extensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Auburn Gresham?
You'll save a ton of money if you combine your flights, car rentals and hotels into an Auburn Gresham holiday package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer over 550 partner airlines and 1,000,000 properties worldwide, so you'll always have plenty of variety to choose from. Like to save even more? Add some exciting activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Auburn Gresham?
With popular attractions like Dr. Percy Julian Residence and Highland Community Bank in this neighbourhood, try to find a hotel near either one. Carter G. Woodson Library is another Auburn Gresham sight that people flock to.
How far in advance should I book my Auburn Gresham holiday?
Reserving your spot early with Expedia means one less thing to worry about. Many air carriers advertise tickets up to 12 months prior to take off. Generally, this is the cheapest time to book. If circumstances have left you booking late, discount tickets to Auburn Gresham sometimes occur just weeks before departure.
What does an Expedia Auburn Gresham travel package include?
From airfares and hotels to car rentals, Expedia can help you put together an Auburn Gresham package that's right for you. Heading away for a while? Give some thought to a flight, hotel and rental car bundle. If you can only squeeze in a quick getaway, a hotel and airfare deal may be more your style. Tours and activities can be added once you've made your booking. Our holiday packages make it a breeze to save and plan.
What should I know before booking an Auburn Gresham travel package?
Booking all the parts of your holiday together is a simple way to save. Combine your flights, car rentals and hotels into a handy package. But you're not limited to hotels. Expedia has all kinds of properties, including holiday rentals such as mountain cabins and spacious residences. The list is almost endless!
Can I choose my airline with an Auburn Gresham Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Auburn Gresham holiday package?
Don't worry if you're rethinking your Auburn Gresham holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally understand life can sometimes throw you a curveball, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

Stay near popular Auburn Gresham attractions

Highland Community Bank

Learn about the local history of Chicago when you take a trip to Highland Community Bank.
See properties

Things to do

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
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.