Skokie Vacations

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    Save up to AED 148 when you book a flight and hotel together*

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Find the Best Skokie Vacation Packages

Skokie Hotel Deals

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
The price is AED 328 per night from Jan 5 to Jan 6
AED 328
AED 385 total
5 Jan - 6 January 2026
includes taxes & fees
8.8/10 Excellent! (3,582 reviews)
Hospitality is amazing! Very gracious and courteous

Reviewed on 27 December 2025

Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AED 482 per night from Jan 3 to Jan 4
AED 482
AED 657 total
3 Jan - 4 January 2026
includes taxes & fees
8.4/10 Very Good! (2,182 reviews)
Excellent stay, we loved it

Reviewed on 27 December 2025

Palmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is AED 449 per night from Jan 3 to Jan 4
AED 449
AED 635 total
3 Jan - 4 January 2026
includes taxes & fees
8.4/10 Very Good! (2,417 reviews)
Check in staff were great and room was clean. Worst part was house cleaner knocking at door at 1030am, after being up till 2am night before have a good time at football game. Hot tub amazing and our view!

Reviewed on 27 December 2025

Hilton Chicago
See all 4,993 properties in Skokie
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.

Discover the most popular places to visit in Skokie

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Navy Pier

Frequently asked questions

How do I find cheap flights to Skokie that have flexible change policies?
At Expedia, we've been channeling our inner Olympic gymnast to provide you with the most flexible fares on the market. Simply check the "No change fee" box directly beneath the "Flexible change policies" filter to find your dream flight to Skokie.
Which airlines fly to Skokie?
Whether you prefer to sit in a premium seat or save money in economy, these top carriers will get you to or near Skokie:

  • United Airlines - 13,009 flights to or near Skokie each month, including 13,005 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 10,036 flights to or near Skokie each month, including 10,036 flights to O'Hare Intl. Airport (ORD) per month.

How can I find cheap tickets to Skokie?
One of the easiest ways to get a hold of cheap tickets to Skokie is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. It will bring up the cheapest prices for nearby days. The best price for a flight to Skokie in the last seven days was . Booking in advance will generally help you get an even better deal.
How much is a flight to Skokie?
There were plenty of budget-friendly fares for the taking in the last seven days, with the price of a return flight to Skokie ranging between and . Many lucky travelers nabbed one-way seats from () for as low as .
What are the most popular airports to fly into in Skokie?
Once you've worked out where you'll be staying in Skokie, select from these well-known airports:

  • O'Hare Intl. Airport (ORD) - 26,484 flights per month.
  • Midway Intl. Airport (MDW) - 6,439 flights per month.

When is the cheapest time to fly to Skokie?
If you can be flexible with what day you travel to Skokie, try to fly out earlier in the week. The most affordable day to take off is normally Tuesday, followed by Monday. Saturday is typically the most expensive day, with many people preferring to take off on the weekend.
How much is a plane ticket to Skokie?
In the last seven days, seats to Skokie cost between and . The early bird catches the worm, so secure a great deal today.
What months are the cheapest to book a flight to Skokie?
The ideal month to snare a fabulous deal to Skokie is February, whereas prices are at their highest in December. Give this month a miss if you'd like to save money.
How long is a flight to Skokie?
Whether or not you'll have time to watch one movie or two depends on where you're setting off from. To make organizing your trip a little easier, here are the average flight times for three well-known domestic routes to Skokie:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 37 minutes
  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 34 minutes
  • Phoenix, AZ (PHX-Sky Harbor Intl.) to O'Hare Intl. Airport (ORD) - 3 hours and 17 minutes