
North Side Vacation Packages
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Top North Side vacation package deals
Price found within the past 48 hours. Click for updated prices.

2.5-star property
The Villa Toscana
Lakeview
8/10 Very Good! (654 reviews)
Aug 15 - Aug 20
5 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Roundtrip • Coach
Save 100% on your flight
Price was $978, price is now $720 per person
$720
per person
found 1 day ago
Clean room, self serve breakfast, free street parking permit, cute cats!
Reviewed on Jul 8, 2026


3.0-star property
Hotel Versey Chicago Lincoln Park
Lakeview
8.6/10 Excellent! (1,444 reviews)
Aug 15 - Aug 20
5 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,007, price is now $735 per person
$735
per person
found 1 day ago
Half the hotel was under renovation so the service elevator or stairs were the two choices to get to rooms.
Due to the renovation they didn’t have the room I requested for the first night. But they made it right and got us into the original toom for our other two nights
Train stops just down the street. Lots of nice little restaurants right there in the neighborhood.
Staff was very helpful in getting our reservation taken care of
Reviewed on Jul 15, 2026
Top rated hotels for your North Side vacation package

Hotel Lincoln
1816 N Clark Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.55 mi from city center
$191 nightly
The price is $224 total per night
$224 total
Aug 10 - Aug 11
Total with taxes and fees
Guests staying at Hotel Lincoln enjoy a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 75 per day. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include a 24-hour business center, a microwave in a common area, and a computer station.
Pet friendly
Free WiFi

The Majestic Hotel
528 W Brompton Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.97 mi from city center
$126 nightly
The price is $147 total per night
$147 total
Aug 10 - Aug 11
Total with taxes and fees
Renovated in 2025, The Majestic Hotel offers a gym, free WiFi in public areas, and coffee in a common area. Limited parking is available. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and concierge services. Other amenities at this boutique hotel include a meeting room, laundry facilities, and a fireplace in the lobby.

The Willows Hotel
555 W Surf St Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.75 mi from city center
$164 nightly
The price is $193 total per night
$193 total
Jul 27 - Jul 28
Total with taxes and fees
Guests of The Willows Hotel enjoy free WiFi in public areas, coffee in a common area, and a fireplace in the lobby. Front-desk staff can answer questions 24/7, and assist with luggage storage, concierge services, and securing valuables. This boutique hotel also has a vending machine.
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.
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