Cheap Flights To Waukegan (UGN)

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Cheap Flights to Waukegan from $29 One Way, $58 Round Trip

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

Thu, Jan 29 - Thu, Feb 12
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$58 Roundtrip, found 15 hours ago
$58
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, Feb 12, priced at $58 found 15 hours ago
Sat, Jan 17 - Mon, Jan 26
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 2 hours ago
$58
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Jan 17 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Jan 26, priced at $58 found 2 hours ago
Sat, Feb 21 - Sat, Feb 28
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$59 Roundtrip, found 1 day ago
$59
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Feb 28, priced at $59 found 1 day ago
Sat, Jan 17 - Mon, Jan 19
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$59 Roundtrip, found 2 hours ago
$59
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Jan 17 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Jan 19, priced at $59 found 2 hours ago
Thu, Jan 29 - Mon, Feb 2
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 29 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Feb 2, priced at $63 just found
Mon, Jan 12 - Fri, Jan 23
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$64 Roundtrip, found 2 days ago
$64
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jan 12 from John F. Kennedy Intl. to O'Hare Intl., returning Fri, Jan 23, priced at $64 found 2 days ago
Thu, Jan 29 - Fri, Jan 30
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$65 Roundtrip, found 1 hour ago
$65
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Fri, Jan 30, priced at $65 found 1 hour ago
Mon, Feb 23 - Mon, Mar 2
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$66 Roundtrip, found 1 day ago
$66
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Feb 23 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Mar 2, priced at $66 found 1 day ago
Wed, Jan 28 - Wed, Feb 4
LGA
LaGuardia
ORD
O'Hare Intl.
$71 Roundtrip, found 20 hours ago
$71
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Wed, Jan 28 from LaGuardia to O'Hare Intl., returning Wed, Feb 4, priced at $71 found 20 hours ago
Fri, Jan 30 - Fri, Feb 6
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$72 Roundtrip, found 20 hours ago
$72
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Fri, Jan 30 from Newark Liberty Intl. Airport to O'Hare Intl., returning Fri, Feb 6, priced at $72 found 20 hours ago

Waukegan Flight Information

Traveling To
Waukegan
Destination Airport IATA Code
ORD
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines
Flight Price
$58
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

Book Your Flight & Hotel Together & Save

Waukegan economy flight packages

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

Illinois Beach Hotel

Feb 4 - Feb 7

3 night stay

Houston (IAH) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $271, price is now $184 per person
$184
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Feb 18 - Feb 22

4 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Dallas (DFW)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,250, price is now $833 per person
$833
per person
found 1 day ago
Hyatt Place Chicago/ Schaumburg
3.0-star property

Hyatt Place Chicago/ Schaumburg

Feb 14 - Feb 21

7 night stay

Miami (MIA) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Miami (MIA)

Spirit Airlines • Coach
Save 100% on your flight
Price was $561, price is now $391 per person
$391
per person
found 24 hours ago
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Waukegan premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago Downtown
4.0-star property

The Royal Sonesta Chicago Downtown

9.4/10 Exceptional! (3,062 reviews)

Feb 18 - Feb 21

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $558, price is now $446 per person
$446
per person
found 3 hours ago
The lady who checked us in (the countess) was very friendly and welcoming. Even though she was the only person working the front desk, she did not get frazzled or curt. She was great! Room was beautiful and had an amazing view!

Reviewed on Dec 22, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,790 reviews)

Feb 18 - Feb 21

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $598, price is now $467 per person
$467
per person
found 3 hours ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful. Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates! The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods. The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely. I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month. Kudos to all, and thank you for our wonderful stay!

Reviewed on Dec 28, 2025

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,264 reviews)

Feb 18 - Feb 21

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $824, price is now $647 per person
$647
per person
found 3 hours ago
Cute and trendy hotwl but there was a loud party on-site which ruined experience. It felt clean but our mini fridge had takeout left from former guest, so maid service obviously missed that.

Reviewed on Jul 26, 2025

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Waukegan

Save more on flights to Waukegan while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.

Compare And Book Discount Flights to Waukegan

Now it is easier than ever to find a discount Waukegan flight. Orbitz users can compare airfares for both international and domestic flights and can quickly determine the best hotels and car rental companies to use. You may also check out hotel and other reviews along with a number of travel tips, making your visit to an unfamiliar destination enjoyable and hassle-free.

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Boost Your Frequent Flyer Rewards

You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for Waukegan flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.

You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Waukegan a breeze.

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 $58 and $72. But it was jet-setters arriving in from Baltimore (BWI) who nabbed the really big bargains. One-way tickets to Waukegan started at a low $29.
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.