Cheap Flights To Waukegan (UGN)

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Cheap Flights to Waukegan from $40 One Way, $78 Round Trip

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

Wed, Jun 3 - Wed, Jun 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Jun 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jun 10, priced at $78 found 1 hour ago
Thu, May 21 - Sun, May 24
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$86 Roundtrip, found 6 hours ago
$86
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, May 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, May 24, priced at $86 found 6 hours ago
Wed, May 20 - Tue, May 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 5 hours ago
$88
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, May 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, May 26, priced at $88 found 5 hours ago
Sat, May 23 - Sat, Jun 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$95 Roundtrip, found 15 hours ago
$95
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, May 23 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jun 6, priced at $95 found 15 hours ago
Sat, May 30 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$97 Roundtrip, just found
$97
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 30 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Jun 3, priced at $97 just found
Wed, Jul 1 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 6 hours ago
$97
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jul 4, priced at $97 found 6 hours ago
Tue, Aug 18 - Tue, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 3 days ago
$98
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 25, priced at $98 found 3 days ago
Sat, Aug 29 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Aug 29 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $99 found 4 days ago
Tue, May 19 - Wed, May 27
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, May 19 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, May 27, priced at $108 found 1 day ago
Mon, Jun 1 - Wed, Jun 10
LGA
LaGuardia
ORD
O'Hare Intl.
$111 Roundtrip, found 18 hours ago
$111
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Mon, Jun 1 from LaGuardia to O'Hare Intl., returning Wed, Jun 10, priced at $111 found 18 hours ago

Waukegan Flight Information

Traveling To
Waukegan
Destination Airport IATA Code
ORD
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines
Flight Price
$78
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.
La Banque Hotel
4.0-star property

La Banque Hotel

Jun 9 - Jun 12

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Houston (HOU)

Spirit Airlines • Coach
Price was $560, price is now $360 per person
$360
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jun 11 - Jun 14

3 night stay

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

Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,158, price is now $650 per person
$650
per person
found 1 day ago
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Jun 4 - Jun 8

4 night stay

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

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,096, price is now $1,332 per person
$1,332
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.
Staypineapple, An Iconic Hotel, The Loop
4.0-star property

Staypineapple, An Iconic Hotel, The Loop

9.4/10 Exceptional! (1,054 reviews)

Jun 10 - Jun 12

2 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $760, price is now $619 per person
$619
per person
found 13 hours ago
Great looking iconic property.

Reviewed on Mar 22, 2026

Level Chicago - River North
4.0-star property

Level Chicago - River North

9.2/10 Wonderful! (946 reviews)

Jun 10 - Jun 12

2 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $979, price is now $779 per person
$779
per person
found 13 hours ago
The pool area is fantastic. Rooms very ample-sized and comfortable. I would stay here again!

Reviewed on Jul 8, 2024

Eurostars Magnificent Mile
4.0-star property

Eurostars Magnificent Mile

9/10 Wonderful! (3,477 reviews)

Jun 10 - Jun 12

2 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $799, price is now $669 per person
$669
per person
found 13 hours ago
This property is a central location to just about everything. I was able to walk to majority of my destinations.

Reviewed on Mar 10, 2026

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Waukegan first class 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

8.2/10 Very Good! (2,636 reviews)

Jun 19 - Jun 21

2 night stay

Houston (HOU) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,287, price is now $1,100 per person
$1,100
per person
found 21 hours ago
great location. clean. convenient

Reviewed on Apr 27, 2026

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (468 reviews)

Jun 19 - Jun 21

2 night stay

Houston (HOU) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,491, price is now $1,253 per person
$1,253
per person
found 21 hours ago
We always love staying here. Such great service and nice accommodations.

Reviewed on Nov 20, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,851 reviews)

Jun 19 - Jun 21

2 night stay

Houston (HOU) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,642, price is now $1,394 per person
$1,394
per person
found 21 hours ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

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Waukegan

Orbitz uses cutting edge mobile technology to help get you the best deals on Waukegan flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Waukegan Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Waukegan, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Waukegan can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Waukegan. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Waukegan to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket 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 $78 and $111. But it was jet-setters arriving in from Atlanta (ATL) who nabbed the really big bargains. One-way tickets to Waukegan started at a low $40.
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.