Rogers Park Vacations from $251

Book a Hotel + Flight or Car together to unlock savings

Your Rogers Park Vacation

If you're wanting a commercial adventure, our Rogers Park vacation packages are the answer. Whether you're here for its cafes, nature or bars and pubs, this neighborhood has a bit of something for every visitor. Can't wait to see the sights during your trip to Rogers Park? Make sure you check out nearby attractions such as Loyola University Chicago, Aragon Ballroom and Riviera Theatre. Stop daydreaming and start doing. When you're ready to book your next vacation to Rogers Park, Expedia will help you get there.

The Latest Rogers Park 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
Save 100% on your flight
Price was $442, price is now $251 per person
$251
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Staff was amazing very help

Reviewed on Oct 17, 2025

Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $1,004, price is now $473 per person
$473
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,059, price is now $622 per person
$622
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel.

Reviewed on Oct 15, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $835, price is now $495 per person
$495
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.

Reviewed on Oct 16, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $766, price is now $459 per person
$459
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine

Reviewed on Oct 4, 2025

Where to stay in Rogers Park

Find the best Rogers Park areas and neighborhoods for the activities you enjoy most. Learn more about Rogers Park
Downtown Chicago showing a city

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

Rogers Park 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
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (9,452 reviews)
"The hotel overall was great! The only negative thing I wish was better is the bed. It was extremely hard and not comfortable to sleep on."

Reviewed on Oct 17, 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $100 total per night from Nov 10 to Nov 11
$100 total
Nov 10 - Nov 11
Total with taxes and fees
7.8/10 Good! (2,485 reviews)
"Great location. Close to everything. Clean room. My husband and I got complimentary breakfasts. Thank you, Staff, who were friendly and helpful."

Reviewed on Oct 16, 2025

Freehand Chicago
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
$113 nightly
The price is $133 total per night from Nov 16 to Nov 17
$133 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (3,123 reviews)
"Overall good"

Reviewed on Oct 17, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,492 properties in Rogers Park
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Rogers Park

Loyola University Chicago

Explore the campus of Loyola University Chicago as part of your travels around Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Loyola University Chicago

Leather Archives & Museum

You can spend an afternoon exploring the galleries in Leather Archives & Museum in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

Leather Archives & Museum

Theo Ubique Cabaret Theatre

You can make plans for a show at Theo Ubique Cabaret Theatre during your stay in Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Theo Ubique Cabaret Theatre

Things to do

River tour boat in Chicago

Architecture River Tour

$49
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

$44
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

$45
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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.