Skokie Holidays
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Skokie Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Omni Chicago Hotel
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 6 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Staff was extremely friendly and helpful! Very clean and inviting environment!
Reviewed on 29 Jun, 2026
Trump International Hotel & Tower Chicago
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 6 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
The Trump hotel is always impeccable and this time was no different. We did bring our newborn (first time parents) and they were beyond accommodating; they provided us a crib.
Reviewed on 28 Jun, 2026
Kinzie Hotel
Downtown Chicago
Price was S$727, price is now S$539 per person
S$539
per person
22 Sept - 24 Sept
found 6 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (2,134 reviews)
No storage for toiletries in the bathroom. Pillows very uncomfortable. Otherwise the room was nice. Hotel very clean. Good, friendly staff.
Reviewed on 30 Jun, 2026
Le Méridien Essex Chicago
Downtown Chicago
Price was S$743, price is now S$565 per person
S$565
per person
22 Sept - 24 Sept
found 6 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
I loved it. Great boutique hotel with a wonderful bistro!.... will definitely stay again
Reviewed on 26 Jun, 2026
Top hotels in Skokie
Congress Plaza Hotel
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! (10,171 reviews)
"Great place to stay in the city"
Reviewed on 30 Jun, 2026
Omni Chicago Hotel
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! (1,833 reviews)
"Staff was extremely friendly and helpful! Very clean and inviting environment!"
Reviewed on 29 Jun, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$246 per night from 6 Jul to 7 Jul
S$246
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (4,483 reviews)
"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in ..."
Reviewed on 30 Jun, 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.
Stay near popular Skokie attractions
What to do in Skokie
Chicago: Navy Pier Centennial Wheel Ticket
S$31
per adult
88% of travellers recommend
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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. 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.
