Cheap Flights To Waukegan (UGN)

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Cheap Flights to Waukegan from $31 One Way, $48 Round Trip

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

Thu, Dec 24 - Mon, Jan 4
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$48 Roundtrip, found 4 days ago
$48
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Dec 24 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Mon, Jan 4, priced at $48 found 4 days ago
Fri, Feb 26 - Mon, Mar 1
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$54 Roundtrip, found 2 days ago
$54
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Feb 26 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Mon, Mar 1, priced at $54 found 2 days ago
Tue, Mar 9 - Wed, Mar 10
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$60 Roundtrip, found 1 day ago
$60
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Mar 9 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Wed, Mar 10, priced at $60 found 1 day ago
Thu, Feb 25 - Sat, Feb 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 4 days ago
$72
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Feb 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Feb 27, priced at $72 found 4 days ago
Wed, Jan 13 - Mon, Jan 18
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 1 day ago
$73
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jan 13 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Mon, Jan 18, priced at $73 found 1 day ago
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$76 Roundtrip, found 2 days ago
$76
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Thu, Dec 31, priced at $76 found 2 days ago
Mon, Jan 4 - Fri, Jan 8
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$98 Roundtrip, found 4 days ago
$98
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jan 4 from George Bush Intercontinental to O'Hare Intl., returning Fri, Jan 8, priced at $98 found 4 days ago
Wed, Dec 9 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 6 hours ago
$110
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Dec 16, priced at $110 found 6 hours ago
Wed, Dec 23 - Mon, Jan 4
MCO
Orlando Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Dec 23 from Orlando Intl. to O'Hare Intl., returning Mon, Jan 4, priced at $118 found 3 days ago
Sat, Dec 5 - Sat, Dec 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Dec 5 from Los Angeles Intl. to O'Hare Intl., returning Sat, Dec 12, priced at $139 found 1 day ago

Waukegan Flight Information

Traveling To
Waukegan
Destination Airport IATA Code
ORD
Number of Airlines Serving
Airlines
Frontier Airlines, United
Flight Price
$48
Earliest Departing Flight
Latest Departing Flight

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Waukegan economy flight packages

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0-star property

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Dec 9 - Dec 12

3 night stay

Los Angeles (LAX) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Coach
Price was $605, price is now $443 per person
$443
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Dec 9 - Dec 12

3 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Price was $656, price is now $455 per person
$455
per person
found 1 day ago
The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

Dec 4 - Dec 8

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Coach
Price was $896, price is now $662 per person
$662
per person
found 1 day ago
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Waukegan premium economy flight packages

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

The Emily Hotel

9.2/10 Wonderful! (1,358 reviews)

Dec 25 - Dec 29

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,004, price is now $774 per person
$774
per person
found 4 hours ago
Great location , hotel very clean and friendly staff

Reviewed on Oct 29, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,555 reviews)

Dec 25 - Dec 29

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,229, price is now $868 per person
$868
per person
found 4 hours ago
The property location is great. They have outsourced their Valet parking. And hotel staff is completely useless in helping with the valet parking. The valet attendant is constantly asking to pay every day even if check out is several days later. Most ridiculous arrangement for valet parking. Extremely disrespectful and disruptive to business travelers where timelines are important Hotel management is probably oblivious as the lower level staff has no incentive or interest to bring up this issue

Reviewed on Nov 1, 2026

InterContinental Chicago Magnificent Mile by IHG
4.5-star property

InterContinental Chicago Magnificent Mile by IHG

9.2/10 Wonderful! (3,397 reviews)

Dec 25 - Dec 29

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $1,090, price is now $864 per person
$864
per person
found 4 hours ago

Don't see what you're looking for?
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Waukegan business class flight packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

9.4/10 Exceptional! (185 reviews)

Dec 15 - Dec 21

6 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,295, price is now $1,006 per person
$1,006
per person
found 24 hours ago
Excellent experience. Thank you.

Reviewed on Oct 31, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,555 reviews)

Dec 15 - Dec 21

6 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,518, price is now $1,122 per person
$1,122
per person
found 24 hours ago
The property location is great. They have outsourced their Valet parking. And hotel staff is completely useless in helping with the valet parking. The valet attendant is constantly asking to pay every day even if check out is several days later. Most ridiculous arrangement for valet parking. Extremely disrespectful and disruptive to business travelers where timelines are important Hotel management is probably oblivious as the lower level staff has no incentive or interest to bring up this issue

Reviewed on Nov 1, 2026

Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

9.4/10 Exceptional! (1,005 reviews)

Dec 15 - Dec 21

6 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,628, price is now $1,268 per person
$1,268
per person
found 24 hours ago

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Waukegan

If you are looking for affordable flights to Waukegan, look no further. Orbitz offers discounted rates to many destinations.

Bargain flights to Waukegan now available

As you review your budget and travel plans, consider the low fares Orbitz offers on Waukegan flights. With Orbitz, booking flights to Waukegan is easy and the lowest prices are guaranteed.

Easy self-help service offered

Orbitz offers cutting edge mobile tools that allow you to review and make bookings from your Android or iPhone mobile device with a simple application. You can easily and conveniently update your information or book your trip using this service. You are also able to obtain information on affordable hotel packages and receive frequent flight updates. You will receive confirmation of bookings or reservations made using the mobile service on the same day of the request. Change details or receive updates on your Waukegan flights by visiting the Orbitz site or mobile application.

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Orbitz ensures that you are kept informed with up-to-date flight information, providing feedback to up to six contact numbers to ensure that everyone receives the feedback. In addition to providing the discounted deals on Waukegan flights, Orbitz is also able to structure a package based on your needs for activities, car hire and accommodations.

Traveler profile updates

After booking your Waukegan flights, you may access your account profile on the Orbitz site and update your frequent flyer or loyalty membership details. This information will remain on the system and will be available for you to access when you make any future bookings with Orbitz.

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 $48 and $139. But it was jet-setters arriving in from Fort Lauderdale (FLL) who nabbed the really big bargains. One-way tickets to Waukegan started at a low $31.
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.