Cheap Flights To Waukegan (UGN)

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Waukegan Flight Information

Traveling To
Waukegan
Destination Airport IATA Code
ORD
Number of Airlines Serving
Airlines
Flight Price
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.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Jul 15 - Jul 18

3 night stay

Boston (BOS) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,037, price is now $662 per person
$662
per person
found 1 day ago
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Jul 15 - Jul 18

3 night stay

Boston (BOS) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,104, price is now $692 per person
$692
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Jul 15 - Jul 18

3 night stay

Boston (BOS) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,069, price is now $705 per person
$705
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.
Hilton Chicago O'Hare Airport
4.0-star property

Hilton Chicago O'Hare Airport

8.4/10 Very Good! (2,310 reviews)

Jul 24 - Jul 27

3 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $970, price is now $724 per person
$724
per person
found 4 hours ago
This place gets 3 stars from me only due to its great location. It's in rather poor repair and its overall appearance and upkeep do not reflect well on the Hilton brand. It seems clear that property ownership are not bothering to put money into it because they know they will get traffic from the airport.

Reviewed on Feb 25, 2026

Club Quarters Hotel Wacker at Michigan, Chicago
4.0-star property

Club Quarters Hotel Wacker at Michigan, Chicago

8.8/10 Excellent! (2,291 reviews)

Jul 24 - Jul 27

3 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $1,127, price is now $918 per person
$918
per person
found 4 hours ago
River view is not great with Trump Tower. Room was small as previous reviews so dont book of you want/need/like more room.. I wouldn't say 'cramped' but def smaller than normal.

Reviewed on May 22, 2026

Hilton Rosemont Chicago O'Hare
3.5-star property

Hilton Rosemont Chicago O'Hare

8.4/10 Very Good! (1,003 reviews)

Jul 24 - Jul 27

3 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $950, price is now $782 per person
$782
per person
found 4 hours ago
Everything is great. Professional staff. Excellent service.

Reviewed on May 24, 2026

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Waukegan

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You can now book flights to Waukegan on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Waukegan flights.

Discounted tickets available for flights to Waukegan

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Waukegan flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Waukegan flights

Discounted flights to Waukegan ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Waukegan. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Waukegan flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Waukegan?
With 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 and . But it was jet-setters arriving in from () who nabbed the really big bargains. One-way tickets to Waukegan started at a low .
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.