Cheap flights To Skokie (CHI) from $49

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Cheap Flights to Skokie from $49 One Way, $108 Round Trip

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

Sat, Nov 7 - Sat, Nov 14
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Nov 14, priced at $108 found 6 days ago
Sat, Oct 10 - Tue, Oct 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Oct 10 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 13, priced at $112 found 2 hours ago
Sat, Sep 26 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$118 Roundtrip, found 6 days ago
$118
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Sep 26 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Sep 29, priced at $118 found 6 days ago
Sun, Sep 6 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 1 hour ago
$159
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Sep 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Sep 6, priced at $159 found 1 hour ago
Thu, Oct 15 - Sun, Oct 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select American Airlines flight, departing Thu, Oct 15 from Los Angeles Intl. to O'Hare Intl., returning Sun, Oct 18, priced at $197 just found
Fri, Oct 16 - Mon, Oct 19
LAX
Los Angeles Intl.
MDW
Midway Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Fri, Oct 16 from Los Angeles Intl. to Midway Intl., returning Mon, Oct 19, priced at $197 found 1 hour ago
Thu, Nov 12 - Sat, Nov 14
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 2 hours ago
$203
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Nov 14, priced at $203 found 2 hours ago
Sat, Oct 10 - Tue, Oct 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$205 Roundtrip, found 2 hours ago
$205
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Oct 10 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 13, priced at $205 found 2 hours ago
Tue, Sep 22 - Sat, Sep 26
LAX
Los Angeles Intl.
RFD
Greater Rockford
$217 Roundtrip, found 19 hours ago
$217
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, Sep 22 from Los Angeles Intl. to Greater Rockford, returning Sat, Sep 26, priced at $217 found 19 hours ago
Fri, Oct 16 - Mon, Oct 19
LAX
Los Angeles Intl.
MDW
Midway Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select Delta flight, departing Fri, Oct 16 from Los Angeles Intl. to Midway Intl., returning Mon, Oct 19, priced at $217 found 1 hour ago

Skokie Flight Information

Traveling To
Skokie
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Southwest Airlines, United, Delta
Flight Price
$108
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Skokie economy flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
4.0-star property

Level Chicago - River North

Sep 24 - Sep 27

3 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,168, price is now $738 per person
$738
per person
found 1 day ago
Four Seasons Hotel Chicago
5.0-star property

Four Seasons Hotel Chicago

Oct 7 - Oct 10

3 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,284, price is now $2,167 per person
$2,167
per person
found 1 day ago
The Chicago Hotel Collection - Wrigleyville
3.5-star property

The Chicago Hotel Collection - Wrigleyville

Oct 15 - Oct 19

4 night stay

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

American Airlines • Coach

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

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,531, price is now $1,091 per person
$1,091
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! (3,553 reviews)

Oct 2 - Oct 6

4 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,518, price is now $1,058 per person
$1,058
per person
found 1 day ago
Rooms are extremely cold. Glass/ mirrors & table dirty with fingerprints & crumbs still on table. Shower leaked water all over floor. Toilet had hair on it. Not informed about hidden $30 feet a day. Did not sleep comfortably during stay due to room temperature

Reviewed on Aug 23, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Oct 2 - Oct 6

4 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,917, price is now $1,312 per person
$1,312
per person
found 1 day ago
Beautiful new LEED hotel. Staff were exceptional. Unique part of the room was that you had to place your room key in reader inside your room in order to activate electricity ( room Lights,TV, etc.). I suggest they make visitors aware when they check in. Liked the safety features with the elevator too.

Reviewed on Aug 24, 2026

Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (550 reviews)

Oct 2 - Oct 6

4 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • PremiumEconomy

Chicago (ORD) to New York (NYC)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,458, price is now $1,066 per person
$1,066
per person
found 1 day ago
They need to figure out a better parking garage system!!!!

Reviewed on Aug 23, 2026

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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.
Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.8/10 Excellent! (2,293 reviews)

Sep 26 - Sep 28

2 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,062, price is now $903 per person
$903
per person
found 1 day ago

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (1,960 reviews)

Sep 26 - Sep 28

2 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,351, price is now $1,119 per person
$1,119
per person
found 1 day ago
Everything was outstanding!

Reviewed on Aug 23, 2026

Level Chicago - River North
4.0-star property

Level Chicago - River North

9.2/10 Wonderful! (1,043 reviews)

Sep 26 - Sep 29

3 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,231, price is now $1,030 per person
$1,030
per person
found 1 day ago
Front desk staff where very unprofessional - friends of theirs hanging out at the desk and when asked for assistance it was as if we were bothering them. housekeeping staff was excellent and attentive when we had to ask for extra bedding and towels since we were 4 not 2pp - these extra items should have been in the room at check in. Pool deck, hot tub, exercise room and sauna/steam area are all top notch. We really loved the concept but would have liked more of a customer service oriented stay.

Reviewed on Aug 23, 2026

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See all available trips from Newark Liberty Intl. Airport to Skokie
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Skokie

Traveling to Skokie and need a cheap flight? Orbitz has great deals on flights to Skokie right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Skokie Quickly and Hassle-Free

There are many Internet sites that promise cheap Skokie flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Skokie, book your lodging, and look up key attractions in Skokie. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

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You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Skokie now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Skokie flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.

Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Skokie or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Skokie flights. When you need us, we’re here for 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 $108 and $217. But it was travelers arriving in from Atlanta (ATL) who bagged the really big bargains. One-way tickets to Skokie started at a low $49.
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.