
Highland Trip
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Top Highland Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was ₹58,140, price is now ₹44,788 per person
₹44,788
per person
9 Apr - 12 Apr
found 4 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic.
Reviewed on 20 Jan 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹78,710, price is now ₹52,248 per person
₹52,248
per person
9 Apr - 12 Apr
found 4 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The staff was incredible and the room was spotless.
Reviewed on 25 Jan 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₹109,038, price is now ₹82,069 per person
₹82,069
per person
9 Apr - 12 Apr
found 4 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The room was boring thought it would be cleaner updated for the price best part was the view
Reviewed on 24 Jan 2026

Level Chicago – Old Town
Downtown Chicago
Price was ₹72,087, price is now ₹54,358 per person
₹54,358
per person
9 Apr - 12 Apr
found 4 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Property was clean, welcoming, pet friendly
Reviewed on 18 Jan 2026
Top hotels in Highland

DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is ₹8,973 per night from 1 Feb to 2 Feb
₹8,973
₹10,138 total
1 Feb - 2 Feb
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
The room was spotless. The only thing wrong was the hot water in the shower hardly worked. They need to get that fixed.
Reviewed on 21 Jan 2026

Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is ₹10,481 per night from 2 Feb to 3 Feb
₹10,481
₹12,051 total
2 Feb - 3 Feb
includes taxes & fees
8.2/10 Very Good! (1,185 reviews)
Loved the rooms! Hotel was very clean! Staff was nice
Reviewed on 19 Jan 2026

Wind Creek Southland Casino and Hotel
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is ₹13,991 per night from 27 Jan to 28 Jan
₹13,991
₹15,668 total
27 Jan - 28 Jan
includes taxes & fees
9.2/10 Wonderful! (228 reviews)
This hotel has it all for a cheap price. My room was like a 500 dollar a night room extra spacious bathroom was extremely big… my shower had big beautiful glass. And don’t forget my mirror that was the size of the door… you want to feel like you’re rich but pay a small price? Windcreek is the place ...
Reviewed on 16 Jan 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

