Cheap Flights To Waukegan (UGN)

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Cheap Flights to Waukegan from $30 One Way, $59 Round Trip

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

Mon, Apr 13 - Tue, Apr 14
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$59 Roundtrip, found 23 hours ago
$59
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Mon, Apr 13 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 14, priced at $59 found 23 hours ago
Wed, Apr 22 - Tue, May 5
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$71 Roundtrip, found 13 hours ago
$71
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Wed, Apr 22 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, May 5, priced at $71 found 13 hours ago
Mon, May 18 - Tue, May 19
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, May 18 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, May 19, priced at $72 found 2 days ago
Tue, Apr 7 - Wed, Apr 8
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$73 Roundtrip, found 3 hours ago
$73
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Apr 7 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, Apr 8, priced at $73 found 3 hours ago
Thu, Apr 16 - Sat, Apr 18
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$75 Roundtrip, found 4 hours ago
$75
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Apr 18, priced at $75 found 4 hours ago
Tue, Apr 21 - Tue, Apr 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$75 Roundtrip, found 3 hours ago
$75
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Apr 21, priced at $75 found 3 hours ago
Tue, Apr 21 - Tue, Apr 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Apr 21, priced at $78 found 3 hours ago
Mon, May 11 - Thu, May 14
LGA
LaGuardia
ORD
O'Hare Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, May 11 from LaGuardia to O'Hare Intl., returning Thu, May 14, priced at $97 found 1 day ago
Sat, Apr 25 - Tue, Apr 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$111 Roundtrip, found 3 hours ago
$111
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Los Angeles Intl. to O'Hare Intl., returning Tue, Apr 28, priced at $111 found 3 hours ago
Tue, Mar 24 - Mon, Mar 30
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 2 hours ago
$118
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Mar 24 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Mar 30, priced at $118 found 2 hours ago

Waukegan Flight Information

Traveling To
Waukegan
Destination Airport IATA Code
ORD
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines
Flight Price
$59
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Waukegan economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Apr 23 - Apr 25

2 night stay

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

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $543, price is now $366 per person
$366
per person
found 2 days ago
JW Marriott Chicago
4.5-star property

JW Marriott Chicago

Apr 30 - May 2

2 night stay

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

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $681, price is now $448 per person
$448
per person
found 1 day ago
LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

Apr 17 - Apr 21

4 night stay

Fort Lauderdale (FLL) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $933, price is now $649 per person
$649
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Waukegan
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Waukegan premium economy flight packages

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

River Hotel

8.8/10 Excellent! (5,034 reviews)

Apr 23 - Apr 26

3 night stay

New York (LGA) to Chicago (ORD)

Delta • PremiumEconomy

Chicago (ORD) to New York (LGA)

Spirit Airlines • PremiumEconomy
Price was $742, price is now $689 per person
$689
per person
found 17 hours ago
Very warm atmosphere

Reviewed on Feb 21, 2026

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,003 reviews)

Apr 23 - Apr 26

3 night stay

New York (LGA) to Chicago (ORD)

Delta • PremiumEconomy

Chicago (ORD) to New York (LGA)

Spirit Airlines • PremiumEconomy
Price was $1,692, price is now $1,460 per person
$1,460
per person
found 17 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

DoubleTree by Hilton Chicago - Magnificent Mile
4.0-star property

DoubleTree by Hilton Chicago - Magnificent Mile

8.8/10 Excellent! (2,357 reviews)

Apr 23 - Apr 26

3 night stay

New York (LGA) to Chicago (ORD)

Delta • PremiumEconomy

Chicago (ORD) to New York (LGA)

Spirit Airlines • PremiumEconomy
Price was $771, price is now $717 per person
$717
per person
found 17 hours ago
clean room, excellent fitness center, great location.

Reviewed on Dec 22, 2025

Don't see what you're looking for?
See all available trips from New York to Waukegan
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Waukegan

Why search for low cost fares on your flights to Waukegan when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Waukegan

Orbitz offers massive discounts and substantial last-minute savings on your Waukegan flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Waukegan flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Waukegan. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Waukegan but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Waukegan?
With 20 airlines offering services to O'Hare Intl. Airport (ORD), the gateway to Waukegan, you have plenty of choice. Grab a fabulous deal among these leading international airlines that fly to this city:

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

What is the best airport to fly to in Waukegan?
Hop on a flight to Waukegan Regional Airport (UGN) and get set to explore the sights of this terrific city. The airport is around 3 miles north of the center of town. Also look up fares to O'Hare Intl. Airport (ORD), which is another entry point for Waukegan.
How much is a flight to Waukegan?
Plenty of excellent deals were up for grabs this week, with round-trip flights to Waukegan ranging between $59 and $118. But it was jet-setters arriving in from New York (EWR) who nabbed the really big bargains. One-way tickets to Waukegan started at a low $30.
How to book the cheapest flight to Waukegan?
Scoring cheap flights to Waukegan is as easy as booking your ticket with Orbitz. But if you want to make sure you're getting the best flight deals around, here are some tips to keep your wallet happy:

  • Taking off from or arriving at other airports may work out to be cheaper. Enter your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to look through your options.
  • If your travel plans aren't etched in stone, click on the 'Show flexible dates' option to compare flight deals across different departure dates. You may find an amazing fare.
  • You can also select the 'Show options' link to filter results for your preferred carrier, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • The early bird catches the best savings, so book your tickets the moment you know your travel dates. The most affordable fares sell out quickly and prices generally rise as the departure date nears.
  • Consider bundling your hotels, flights and car rentals into one convenient package deal to make your budget go even further.
  • Don't fly during peak seasons if possible. By avoiding summer and school vacations, you can make amazing savings on your airfares.

How long is a flight to Waukegan?
The USA is big, so that depends on where you're leaving from. To make life a little easier, we've selected some of the major routes to Waukegan and found their average flight times:

  • 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 Waukegan?
If your schedule allows, purchase your flights to Waukegan in January. This is the best month to score low airfares, closely followed by February and August. With a bit of patience and planning, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Waukegan?
Make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days to purchase tickets to Waukegan. The getaway of your dreams starts with a great flight deal!
What is the cheapest day of the week to fly to Waukegan?
You can nab cheap flights to Waukegan by taking to the skies on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly airfares. Whether you prefer to stretch your travel budget or take off on any day that's convenient, you'll always get a great deal with Orbitz.
What is the cheapest month to fly to Waukegan?
Consider flying in August if you don't want to put a dent in your budget. Orbitz data has found that it's generally the best month for cheap flights to Waukegan. June is when airfares hit their peak.
Which airlines allow free cancellation?
Flexibility is more important than ever, that's why Orbitz lets you search for carriers that won't hit you with a fee for amendments to your reservation. Enter your departure and arrival points, then choose "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Waukegan?
Flying doesn't have to be a drag. In fact it can be a joy if you're well prepared! Make your journey a total breeze with these helpful tips:

  • Whether you print it out at home or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some sort of government-issued identification. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • To keep you busy on your short trip to Waukegan, download your favorite tracks or stock up the audiobook library on your tablet. Food can also be a nice distraction while in the air, so pack a snack.
  • It can get cool on the plane. If you don't like the idea of shivering your way through the flight, wear an extra layer.

How do I get cheap first-class/business deals to Waukegan?
If you think a business or first-class ticket is out of your price range, think again. Here are some tips to help you land a premium flight to Waukegan for a whole lot less:

  • Being flexible isn't confined to yoga. Avoid locking in your travel dates so you can snap up more affordable airfares when they crop up.
  • Plenty of low-cost airlines these days have excellent business or premium-class seating without the pricey fees.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat at the front of the plane. You can also try upgrading with points earned through a rewards program.

How to get into Waukegan from the airport?
If you enjoy the freedom that comes with having your own set of wheels, reserve an O'Hare Intl. Airport (ORD) car rental with one of the reputable suppliers at O'Hare Intl. Airport (ORD). Thrifty Car Rental and Dollar have a great selection to choose from. Once you've collected your wheels, central Waukegan is around 30 miles to the north. Or, maybe you'd rather take a taxi into town and rent a vehicle from the downtown area after you've had a chance to settle in? Waukegan car rentals always has a variety of great deals available.
What is the best time to go to Waukegan?
If you'd like to soak up the unique vibe of Waukegan in the peak season, May, June and July are the prime months to visit. June 20 heralds the onset of the summer season in the Northern Hemisphere and is a perfect time to go if you enjoy being outside. Around this time of the year, average daily temperatures range from 65 ºF to 75 ºF.
Travel tips for Waukegan

  • Start off in the downtown area and take a self-guided walking tour of some of the city's big-name attractions. Genesee Theater and Waukegan Harbor are a couple of tourist favorites.
  • You'll find rewarding day trip adventures a quick drive from Waukegan's center. Tour Wrigley Field first and then Six Flags Great America.
  • When the time comes to discover other parts of Chicago, arrange a car rental and hit the road for Brookfield. Summit is another city of interest with no shortage of things to see and do.

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.