Cheap Flights To Waukegan (UGN)

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Cheap Flights to Waukegan from $52 One Way, $112 Round Trip

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

Wed, Jul 8 - Tue, Jul 14
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Jul 8 from George Bush Intercontinental to O'Hare Intl., returning Tue, Jul 14, priced at $112 found 1 day ago
Wed, Jul 1 - Fri, Jul 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$112 Roundtrip, found 4 hours ago
$112
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Jul 3, priced at $112 found 4 hours ago
Tue, Jun 30 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$115 Roundtrip, just found
$115
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jun 30 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jul 4, priced at $115 just found
Tue, Aug 4 - Tue, Aug 11
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Aug 4 from George Bush Intercontinental to O'Hare Intl., returning Tue, Aug 11, priced at $117 found 2 days ago
Thu, Oct 15 - Tue, Oct 20
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$119 Roundtrip, found 5 days ago
$119
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Oct 15 from George Bush Intercontinental to O'Hare Intl., returning Tue, Oct 20, priced at $119 found 5 days ago
Tue, Oct 13 - Sat, Oct 17
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 13 from George Bush Intercontinental to O'Hare Intl., returning Sat, Oct 17, priced at $120 just found
Wed, Aug 12 - Wed, Aug 19
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$123 Roundtrip, just found
$123
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Aug 12 from George Bush Intercontinental to O'Hare Intl., returning Wed, Aug 19, priced at $123 just found
Sat, Jul 25 - Sat, Aug 1
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$124 Roundtrip, found 3 hours ago
$124
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Jul 25 from George Bush Intercontinental to O'Hare Intl., returning Sat, Aug 1, priced at $124 found 3 hours ago
Fri, Oct 2 - Sat, Oct 3
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 18 hours ago
$140
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Fri, Oct 2 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Oct 3, priced at $140 found 18 hours ago
Tue, Aug 25 - Tue, Aug 25
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$182 Roundtrip, found 18 hours ago
$182
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Tue, Aug 25 from John F. Kennedy Intl. to O'Hare Intl., returning Tue, Aug 25, priced at $182 found 18 hours ago

Waukegan Flight Information

Traveling To
Waukegan
Destination Airport IATA Code
ORD
Number of Airlines Serving
Airlines
Frontier Airlines, Delta, JetBlue Airways
Flight Price
$112
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.
Level Chicago - River North
4.0-star property

Level Chicago - River North

Aug 17 - Aug 21

4 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $937, price is now $625 per person
$625
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Aug 17 - Aug 21

4 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,110, price is now $736 per person
$736
per person
found 1 day ago
The Langham, Chicago
5.0-star property

The Langham, Chicago

Aug 17 - Aug 21

4 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,869, price is now $1,330 per person
$1,330
per person
found 1 day ago
Don't see what you're looking for?
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Waukegan premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Southwest at Burr Ridge
4.0-star property

Chicago Marriott Southwest at Burr Ridge

8.8/10 Excellent! (1,002 reviews)

Jul 23 - Jul 28

5 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $1,131, price is now $876 per person
$876
per person
found 20 hours ago
The property was very nice and well appointed. However, fully 2/3 of the common areas of the property were not available to us. We had 3 families coming together for a funeral and wanted to spend time together in the evening. We could not bring our pizza and beers to sit on the patio and reconnect. The policy of no outside food or beverages seems arbitrary and I have never run into rules like that at other properties, Marriott or competitors.

Reviewed on Jul 6, 2025

Hilton Garden Inn Chicago Downtown South Loop
3.0-star property

Hilton Garden Inn Chicago Downtown South Loop

8.8/10 Excellent! (2,028 reviews)

Jul 23 - Jul 28

5 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,557, price is now $1,141 per person
$1,141
per person
found 21 hours ago
Room was nice, just needed them to vacuum a bit more as someone’s contacts were on the carpet, everything else was good

Reviewed on May 13, 2026

Hotel Saint Clair- Magnificent Mile
4.0-star property

Hotel Saint Clair- Magnificent Mile

8.4/10 Very Good! (1,984 reviews)

Jul 23 - Jul 27

4 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $1,424, price is now $1,052 per person
$1,052
per person
found 20 hours ago
The hotel needs to invest in a service elevator for their employees because there can only be five people on the elevator at a time and there’s 16 floors and it takes forever before you can catch an elevator. Also, the room set up. The beds are super close to the wall in entryway so it makes it awkward to navigate. They need to make an adjustment. The sinks are super small with no room to really lay out your toiletries if needed.. The thermostat in my room in particular did not work even though a worker came in and tried to reset it and it was 40° in the room was reading 69° with no heat. Nobody came during the entire weekend to change the bedsheets to give us change switch out the trash. There was also no ironing board or iron in our rooms. Photographed shows robes in the rooms. There are no robes in the room. Everything we needed every time we had to calm down for them to bring it up.

Reviewed on May 4, 2026

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Waukegan business class flight packages

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (3,744 reviews)

Jul 24 - Jul 28

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,622, price is now $1,261 per person
$1,261
per person
found 10 hours ago
The bell hoppers were all very pleasant each and every time we left and came back inside!

Reviewed on May 16, 2026

Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (498 reviews)

Jul 24 - Jul 28

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,811, price is now $1,335 per person
$1,335
per person
found 10 hours 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! (2,557 reviews)

Jul 24 - Jul 28

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,704, price is now $1,314 per person
$1,314
per person
found 10 hours ago
Really nice property, rooms were clean, and staff was extremely friendly

Reviewed on May 5, 2026

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Waukegan first class 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! (1,327 reviews)

Aug 6 - Aug 9

3 night stay

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

American Airlines • FirstClass

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

Frontier Airlines • FirstClass
Price was $1,253, price is now $947 per person
$947
per person
found 21 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

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,464 reviews)

Aug 6 - Aug 9

3 night stay

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

American Airlines • FirstClass

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

Frontier Airlines • FirstClass
Price was $1,367, price is now $1,004 per person
$1,004
per person
found 21 hours ago
The room was comfortable and clean. The lobby could stand a refresh.

Reviewed on Jun 19, 2026

Pendry Chicago
4.5-star property

Pendry Chicago

9.2/10 Wonderful! (1,127 reviews)

Aug 6 - Aug 9

3 night stay

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

American Airlines • FirstClass

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

Frontier Airlines • FirstClass
Price was $1,370, price is now $1,036 per person
$1,036
per person
found 21 hours ago
Room was clean and comfortable. We really appreciated the chocolates and water!

Reviewed on Feb 25, 2026

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Waukegan

Orbitz is your one stop for guaranteed low prices on Waukegan flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

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Orbitz will find you discount air fare for flights to Waukegan and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

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Our experts will make things even easier by helping you to find the best budget flights to Waukegan Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

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Our state of the art mobile apps will allow you to book cheap flights to Waukegan from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

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 $112 and $182. But it was jet-setters arriving in from Houston (IAH) who nabbed the really big bargains. One-way tickets to Waukegan started at a low $52.
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.