Cheap Flights To Waukegan (UGN)

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Cheap Flights to Waukegan from $55 One Way, $68 Round Trip

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

Mon, Nov 2 - Thu, Nov 5
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, Nov 5, priced at $68 found 2 days ago
Wed, Oct 21 - Wed, Oct 28
DEN
Denver Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 14 hours ago
$108
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, Oct 21 from Denver Intl. to O'Hare Intl., returning Wed, Oct 28, priced at $108 found 14 hours ago
Thu, Oct 22 - Wed, Oct 28
DEN
Denver Intl.
ORD
O'Hare Intl.
$110 Roundtrip, found 13 hours ago
$110
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Oct 22 from Denver Intl. to O'Hare Intl., returning Wed, Oct 28, priced at $110 found 13 hours ago
Mon, Oct 26 - Thu, Oct 29
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Oct 26 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, Oct 29, priced at $116 found 5 days ago
Wed, Sep 9 - Thu, Sep 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 7 hours ago
$120
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Sep 10, priced at $120 found 7 hours ago
Wed, Sep 9 - Sat, Sep 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 10 hours ago
$127
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 12, priced at $127 found 10 hours ago
Wed, Oct 14 - Fri, Oct 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 3 hours ago
$130
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Los Angeles Intl. to O'Hare Intl., returning Fri, Oct 16, priced at $130 found 3 hours ago
Sat, Nov 14 - Mon, Nov 16
DEN
Denver Intl.
ORD
O'Hare Intl.
$131 Roundtrip, found 4 days ago
$131
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Denver Intl. to O'Hare Intl., returning Mon, Nov 16, priced at $131 found 4 days ago
Mon, Oct 12 - Mon, Oct 19
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$133 Roundtrip, found 3 days ago
$133
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Oct 12 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Mon, Oct 19, priced at $133 found 3 days ago
Mon, Oct 19 - Thu, Oct 22
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Oct 19 from George Bush Intercontinental to O'Hare Intl., returning Thu, Oct 22, priced at $145 found 4 days ago

Waukegan Flight Information

Traveling To
Waukegan
Destination Airport IATA Code
ORD
Number of Airlines Serving
Airlines
Frontier Airlines
Flight Price
$68
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 Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

Oct 15 - Oct 20

5 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,648, price is now $1,075 per person
$1,075
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Oct 15 - Oct 20

5 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,921, price is now $1,128 per person
$1,128
per person
found 1 day ago
The Emily Hotel
4.0-star property

The Emily Hotel

Oct 15 - Oct 20

5 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,302, price is now $1,521 per person
$1,521
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Waukegan
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Waukegan premium economy flight packages

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

Level Chicago Fulton Market

9.2/10 Wonderful! (556 reviews)

Oct 9 - Oct 13

4 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,215, price is now $1,560 per person
$1,560
per person
found 1 day ago

Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8.2/10 Very Good! (2,960 reviews)

Oct 9 - Oct 13

4 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,309, price is now $1,685 per person
$1,685
per person
found 1 day ago

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,654 reviews)

Oct 9 - Oct 13

4 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,421, price is now $1,769 per person
$1,769
per person
found 1 day ago
.

Reviewed on Sep 1, 2026

Don't see what you're looking for?
See all available trips from San Juan to Waukegan
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Waukegan business class flight packages

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,654 reviews)

Oct 22 - Oct 26

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,512, price is now $1,151 per person
$1,151
per person
found 16 hours ago
.

Reviewed on Sep 1, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,106 reviews)

Oct 22 - Oct 26

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $1,748, price is now $1,226 per person
$1,226
per person
found 16 hours ago
Everything was great

Reviewed on Sep 1, 2026

The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

9.4/10 Exceptional! (159 reviews)

Oct 22 - Oct 26

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,529, price is now $1,159 per person
$1,159
per person
found 16 hours ago

Don't see what you're looking for?
See all available trips from Los Angeles to Waukegan
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Waukegan 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! (2,341 reviews)

Oct 3 - Oct 5

2 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,033, price is now $888 per person
$888
per person
found 22 hours ago

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,106 reviews)

Oct 3 - Oct 5

2 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,364, price is now $1,042 per person
$1,042
per person
found 22 hours ago
Everything was great

Reviewed on Sep 1, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (2,003 reviews)

Oct 3 - Oct 5

2 night stay

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

American Airlines • Roundtrip • FirstClass
Price was $1,323, price is now $1,104 per person
$1,104
per person
found 22 hours ago
Pablo was amazing and he made my 50th birthday experience amazing . Thank you for the champagne and cake surprise . Super recommended .

Reviewed on Sep 1, 2026

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Waukegan
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Waukegan

Reach your destination without breaking your budget by booking your flights to Waukegan using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Waukegan Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Waukegan flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Waukegan. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Waukegan, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Waukegan flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $68 and $145. But it was jet-setters arriving in from Denver (DEN) who nabbed the really big bargains. One-way tickets to Waukegan started at a low $55.
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.