Cheap flights To Skokie (CHI) from $25

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Cheap Flights to Skokie from $25 One Way, $49 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 14 - Tue, Oct 21
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$49 Roundtrip, found 22 hours ago
$49
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Tue, Oct 14 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Oct 21, priced at $49 found 22 hours ago
Wed, Oct 29 - Tue, Nov 4
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$77 Roundtrip, found 23 hours ago
$77
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Wed, Oct 29 from John F. Kennedy Intl. to O'Hare Intl., returning Tue, Nov 4, priced at $77 found 23 hours ago
Sat, Oct 4 - Tue, Oct 7
LGA
LaGuardia
ORD
O'Hare Intl.
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 4 from LaGuardia to O'Hare Intl., returning Tue, Oct 7, priced at $86 just found
Thu, Nov 13 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Nov 18, priced at $88 found 1 day ago
Fri, Oct 3 - Tue, Nov 11
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$89 Roundtrip, found 1 day ago
$89
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Oct 3 from George Bush Intercontinental to O'Hare Intl., returning Tue, Nov 11, priced at $89 found 1 day ago
Wed, Feb 18 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$91 Roundtrip, found 19 hours ago
$91
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Wed, Feb 18 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, Feb 25, priced at $91 found 19 hours ago
Sun, Sep 21 - Mon, Sep 29
IAH
George Bush Intercontinental
MDW
Midway Intl.
$104 Roundtrip, found 4 days ago
$104
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Sep 21 from George Bush Intercontinental to Midway Intl., returning Mon, Sep 29, priced at $104 found 4 days ago
Wed, Oct 8 - Tue, Oct 28
LGA
LaGuardia
ORD
O'Hare Intl.
$129 Roundtrip, found 6 days ago
$129
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Oct 8 from LaGuardia to O'Hare Intl., returning Tue, Oct 28, priced at $129 found 6 days ago
Wed, Oct 22 - Wed, Oct 22
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Oct 22 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Oct 22, priced at $130 found 6 days ago
Wed, Oct 8 - Tue, Oct 28
LGA
LaGuardia
ORD
O'Hare Intl.
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Oct 8 from LaGuardia to O'Hare Intl., returning Tue, Oct 28, priced at $140 found 6 days ago

Skokie Flight Information

Traveling To
Skokie
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, United, American Airlines, JetBlue Airways
Flight Price
$49
Earliest Departing Flight
Latest Departing Flight

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

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Skokie economy flight packages

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
2.0-star property

Illinois Beach Hotel

Oct 30 - Nov 3

4 night stay

New York (LGA) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Price was $416, price is now $306 per person
$306
per person
found 17 hours ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Oct 24 - Oct 26

2 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Coach

Chicago (ORD) to Newark Liberty Intl. Airport (EWR)

Spirit Airlines • Coach
Save 100% on your flight
Price was $1,016, price is now $616 per person
$616
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Oct 24 - Oct 27

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,288, price is now $871 per person
$871
per person
found 1 day ago
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See all available trips from New York to Skokie
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Skokie first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection
3.5-star property

The Whitehall Hotel, BW Premier Collection

8.2/10 Very Good! (3,593 reviews)

Oct 22 - Oct 27

5 night stay

Minneapolis (MSP) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $923, price is now $651 per person
$651
per person
found 1 day ago
Generous breakfast, beautiful room. Convenient to go everywhere.

Reviewed on Sep 3, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0-star property

Hilton Garden Inn Chicago Downtown/Magnificent Mile

8.4/10 Very Good! (3,910 reviews)

Oct 22 - Oct 27

5 night stay

Minneapolis (MSP) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,167, price is now $813 per person
$813
per person
found 1 day ago
Property is awesome, this should be a 4 star hotel, the room was amazing. Sadly, the staff has a really bad attitude, they are despicable, slow and don't give the information you need.

Reviewed on Sep 18, 2025

Art Villa
5.0-star property

Art Villa

10/10 Exceptional! (2 reviews)

Nov 7 - Nov 9

2 night stay

San Diego (SAN) to Chicago (ORD)

Alaska Airlines • Roundtrip • FirstClass
Price was $1,780, price is now $1,559 per person
$1,559
per person
found 16 hours ago
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See all available trips from Minneapolis to Skokie
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Skokie

Orbitz is your one stop for guaranteed low prices on Skokie flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

Save Big On Car Rentals Too

Orbitz will find you discount air fare for flights to Skokie and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

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Our experts will make things even easier by helping you to find the best budget flights to Skokie Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

Book Travel on the Fly with Orbitz on the Go

Our state of the art mobile apps will allow you to book cheap flights to Skokie from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

Frequently asked questions

Which airlines fly to Skokie?
You can pick from 20 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 $49 and $140. But it was travelers arriving in from New York (EWR) who bagged the really big bargains. One-way tickets to Skokie started at a low $25.
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.

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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.