Cheap flights To Skokie (CHI)

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Skokie Flight Information

Traveling To
Skokie
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Flight Price
Earliest Departing Flight
Latest Departing Flight

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Skokie economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport
4.0-star property

Hilton Chicago O'Hare Airport

Jul 15 - Jul 18

3 night stay

Boston (BOS) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $780, price is now $547 per person
$547
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Jul 15 - Jul 18

3 night stay

Boston (BOS) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,069, price is now $705 per person
$705
per person
found 3 hours ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Jul 24 - Jul 27

3 night stay

Boston (BOS) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,566, price is now $1,096 per person
$1,096
per person
found 1 day ago
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Skokie premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,352 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,451, price is now $965 per person
$965
per person
found 5 hours ago
Great stay and we highly recommend. We will be back.

Reviewed on Apr 21, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,258 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,045, price is now $1,337 per person
$1,337
per person
found 5 hours ago
Great option! Great location! Great breakfast and friendly staff!

Reviewed on May 30, 2026

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,732 reviews)

Jul 6 - Jul 13

7 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,485, price is now $1,022 per person
$1,022
per person
found 5 hours ago
Best vibe. In the mix!

Reviewed on May 2, 2026

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Skokie first class flight packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

9.4/10 Exceptional! (1,003 reviews)

Jul 25 - Jul 27

2 night stay

Philadelphia (PHL) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,100, price is now $947 per person
$947
per person
found 14 hours ago
I absolutely loved my stay at this property! Everything—from the warm, welcoming atmosphere to the beautifully maintained rooms—made the experience unforgettable. The staff were incredibly kind, and every detail felt thoughtfully designed for comfort. I can’t wait to come back!

Reviewed on Nov 21, 2025

Hampton Inn Chicago West Loop Fulton Market Area
2.5-star property

Hampton Inn Chicago West Loop Fulton Market Area

9.4/10 Exceptional! (1,006 reviews)

Jul 25 - Jul 27

2 night stay

Philadelphia (PHL) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,017, price is now $966 per person
$966
per person
found 14 hours ago
Enjoyed the area and hotel very much! Easy on site parking

Reviewed on Nov 13, 2025

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,005 reviews)

Jul 25 - Jul 27

2 night stay

Philadelphia (PHL) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,761, price is now $1,682 per person
$1,682
per person
found 14 hours ago
Everything was superb. The only “complaint “ I have, is that I paid for a city view room, but actually looked at the side of one building. Other than that, we lived the stay.

Reviewed on Oct 24, 2025

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Skokie

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Skokie or any other low fare domestic or international air travel.

Innovative Orbitz Tools for the Trip Planner on the Move

Now it is even faster to find exclusive deals and book cheap Skokie flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Skokie's most popular attractions, best restaurants, and entertainment venues or check on your flights to Skokie and make changes to your itinerary while waiting in line for your latte.

Stay on Budget, Earn Miles with Bargain Skokie Flights

You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Skokie. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Skokie flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Skokie to your mobile phone or email.

Frequently asked questions

Which airlines fly to Skokie?
You can pick from airlines with flights to O'Hare Intl. Airport (ORD), the leading airport in the city. With a good range of choice, you're certain to land a superb deal. Here are some of the major international carriers that'll get you to Skokie — and then exploring every nook and cranny of this city:

  • United Airlines - 612 flights to Skokie per month
  • American Airlines - 339 flights to Skokie per month
  • Air Canada - 190 flights to Skokie per month

What is the best airport to fly to in Skokie?
Lock in a flight to O'Hare Intl. Airport (ORD) and get set to explore every corner of this terrific city. The airport is around 9 miles southwest of the downtown area. Also look up the price of tickets to Midway Intl. Airport (MDW), another terminal that services Skokie.
How much is a flight to Skokie?
Plenty of incredible deals were there for the taking this week, with round-trip flights to Skokie ranging between and . But it was travelers arriving in from () who bagged the really big bargains. One-way tickets to Skokie started at a low .
How to book the cheapest flight to Skokie?
With Orbitz, you'll uncover some of the most affordable flight deals around from a huge range of airlines. But if you're eager to boost your prospects of picking up cheap flights to Skokie, here are some pointers to keep in mind:

  • Consider departing from or arriving at other airports for a better deal. Enter your preferred departure and arrival points in the form fields, then choose the 'Nearby airports' function below. It will list your options, if any.
  • Also, click on the 'Show flexible dates' link and you'll see the prices on days either side of your selected departure. It's possible to find cheaper flight deals if you're flexible with your schedule.
  • Select 'Show options' to filter your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • The early bird gets the biggest savings, so book as soon as you've worked out your travel dates. The most affordable airfares sell fast and prices normally climb as the departure date nears.
  • Bundle your hotels, flights and car rental into one convenient package deal. Save your hard-earned cash for things that really excite you, like exploring every corner of Skokie.
  • Don't fly during the busy season if possible. By steering clear of school vacations and summer, you can make superb savings on your airfare.

How long is a flight to Skokie?
Flight times vary depending on where you're taking off from. But to give you a better idea of the average duration, take a peek at these major routes to Skokie:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Skokie?
Book in January, February or August for the lowest airfares to Skokie. Once you've found a bargain, buy it — cheap flights will appear and vanish in an instant.
What day of the week is the cheapest to book a flight to Skokie?
Make a booking on a Tuesday, Wednesday or Saturday. Generally, these are the cheapest days of the week to purchase fares to Skokie. The vacation of your dreams starts with an incredible flight deal!
What is the cheapest day of the week to fly to Skokie?
Everyone enjoys saving money, so we recommend departing earlier in the week to nab cheap flights to Skokie. Orbitz data from 2020 shows you can grab the best prices on flights taking off on Mondays. Tuesday is the next cheapest day, while Saturdays are the most expensive. Many people like to travel at the weekend, so leave those Saturdays for checking in with friends.
What is the cheapest month to fly to Skokie?
We won't keep you in suspense — based on Orbitz data, August is generally the most inexpensive month to fly. Ideal for those who crave a weekend getaway or just a break from it all before the weather changes. The costliest time to fly is in the middle of summer, with ticket prices peaking in June.
Which airlines allow free cancellation?
Orbitz makes it a cinch to find airlines offering fare flexibility. Simply choose "Filter by flexible change policies" when searching for your Skokie flights and voila! We'll show you options that include free cancellation, no change fees and of course, an irresistible low price.
What do I need for the flight to Skokie?
Flying can be a joy with a little pre-planning! Make your journey a smooth one with these useful hints:

  • Before you board the plane, you'll need to show some form of government-issued ID, such as your passport. You'll also need your boarding pass. If you're traveling with the kids, check with your airline about which documents they require — if any.
  • Take some activities to keep you entertained on your trip to Skokie. Books and electronic gadgets like tablets and laptops are all good. Remember to take a bottle of water as well. Even on a short flight, it's important to stay well-hydrated.
  • No matter how hot it is outside, plane cabins can get cold. Take a sweater on board to keep yourself comfy.

How many direct flights are there to Skokie?
Your next exciting adventure is one easy plane ride away, with 2,332 direct services to Skokie each month. Search for a suitable flight with Orbitz and find a rewarding deal with United Airlines, American Airlines or Delta Air Lines. Other sought-after airlines that offer nonstop services include Southwest Airlines, Spirit Airlines and Air Canada.
How do I get cheap first-class/business deals to Skokie?
If you think a business or first-class ticket is out of your reach, think again. Here are just a few tips to help you find a premium flight to Skokie for less:

  • Be more flexible with your travel dates and wait for exclusive offers or sales on first or business-class airfares.
  • Look for a low-cost carrier that has seats in business class. They often come with extra space and a glass of bubbly — and a more attractive price.
  • Bid for an upgrade in online auctions or upgrade your fare through your frequent flyer program.

How to get into Skokie from the airport?
Zip into central Skokie with an O'Hare Intl. Airport (ORD) car rental. Thrifty Car Rental and Dollar are two reputable providers at O'Hare Intl. Airport (ORD). Hurl your bags in the trunk, drive 9 miles to the northeast and you'll be in the center of the city in no time at all. Many travelers also use public transportation or taxis to head into town. From there, you can still pick up a ride to get to all the region's other great sights with one of our Skokie car rentals.
What is the best time to go to Skokie?
There's fun to be had whatever time of the year you visit Skokie, but May, June and July are when this place is at its busiest. Like to fill your itinerary with stacks of warm-weather experiences? Book your getaway close to June 20. This is when summer kicks off in the Northern Hemisphere. Expect the mercury to float between 65 ºF and 75 ºF during this time.
Travel tips for Skokie

  • The downtown area is jampacked with superb attractions. Tourist spots like Skokie Theatre and North Shore Center for the Performing Arts will keep your feet moving and the sightseer in you satisfied.
  • You'll find fun day trip adventures a quick drive from Skokie's center. Set out for Wrigley Field first and if you have time, McCormick Place.
  • When it's time to get out and see more of Chicago, arrange a car rental and follow the road signs to South Holland. Homewood is another leading city with countless things to do and see.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.