Cheap Flights from Waukegan (UGN) to Chicago (ORD)

Popular airlines from Waukegan, IL (UGN-Waukegan Regional) to Chicago O'Hare Intl. Airport (ORD)

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Frequently asked questions

How much does a flight from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD) cost?
Secure a cheap one-way flight or cheap return flight from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD)?
Planning your getaway for can help you save, as it's the cheapest month for flights between UGN and ORD. You'll usually find the lowest prices during the off-season.
What is the cheapest airline that flies from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD)?
Use the filter tool on Expedia to compare different airlines and find the most affordable carrier that'll fly you from UGN to ORD. Then, sort your results by "Price (lowest to highest)" to pick up the best deal available.
How many flights per day from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD)?
There aren't any daily nonstop flights departing from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD). But you can choose flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from UGN to ORD?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary depending on a range of factors, including the carrier and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) on time, pick a flight that takes off from Waukegan Regional Airport (UGN) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD) last-minute?
Holding off until just before your departure to book a ticket from UGN to ORD generally means paying more. While it's possible to find some last-minute offers, they aren't always guaranteed. Keep your travel plans flexible to boost your chances of snagging a bargain.
Is it cheaper to book an UGN to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking an UGN to ORD flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one place will take the hassle out of travel planning. Just secure your flights and choose from our extensive range of stays, then tailor your trip with extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Waukegan Regional Airport (UGN) to O'Hare Intl. Airport (ORD)?
If you booked your UGN to ORD flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

Travel information

Travel information

Origin airport
Waukegan Regional
Destination airport
O'Hare Intl.
Distance
30 mi

Book with confidence

Book with confidence

Waukegan to Chicago Flights

The cheapest times to fly from Waukegan to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Waukegan to Chicago are during the month of . You can find some of the cheapest flights from Waukegan to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Waukegan to Chicago

Sunday is one of the best days to book for cheap flights from Waukegan to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Waukegan to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Waukegan to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Waukegan to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Waukegan to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Waukegan to Chicago Flights

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*Available to One Key members.