Cheap Flights to Waukegan , IL from CA $152

View CA $152 flight on Wed, Oct. 8, 2025Opens in a new window

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How much is the cheapest flight to Waukegan?

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $239 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Sep. 3 - Wed, Oct. 1
YEG
Edmonton
ORD
Chicago
CA $239 Roundtrip, found 8 hours ago
CA $239
Roundtrip
found 8 hours ago
Select United flight, departing Wed, Sep. 3 from Edmonton to Chicago, returning Wed, Oct. 1, priced at CA $239 found 8 hours ago
WestJet
Wed, Sep. 3 - Sat, Sep. 27
YEG
Edmonton
ORD
Chicago
CA $239 Roundtrip, found 8 hours ago
CA $239
Roundtrip
found 8 hours ago
Select WestJet flight, departing Wed, Sep. 3 from Edmonton to Chicago, returning Sat, Sep. 27, priced at CA $239 found 8 hours ago
Air Canada
Tue, Sep. 16 - Sat, Sep. 20
YYC
Calgary
ORD
Chicago
CA $243 Roundtrip, found 1 day ago
CA $243
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Sep. 16 from Calgary to Chicago, returning Sat, Sep. 20, priced at CA $243 found 1 day ago
American Airlines
Thu, Oct. 2 - Wed, Oct. 15
YYC
Calgary
ORD
Chicago
CA $255 Roundtrip, found 2 days ago
CA $255
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Oct. 2 from Calgary to Chicago, returning Wed, Oct. 15, priced at CA $255 found 2 days ago
Alaska Airlines
Fri, Sep. 12 - Tue, Sep. 30
YVR
Vancouver
ORD
Chicago
CA $398 Roundtrip, found 1 day ago
CA $398
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, Sep. 12 from Vancouver to Chicago, returning Tue, Sep. 30, priced at CA $398 found 1 day ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

June is typically the cheapest month to fly

From CA $106 - CA $344 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Waukegan. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Waukegan. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Waukegan.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Waukegan flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Waukegan.

Looking to save even more? Get additional savings by bundling your Waukegan flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Waukegan trip!

Frequently asked questions

What is the name of Waukegan's airport?
Waukegan is served by just one airport, O'Hare Intl. Airport (ORD).
How far is ORD from central Waukegan?
O'Hare Intl. Airport (ORD) is 40 kilometres from downtown Waukegan, so prepare yourself for a bit of a commute into the city.
What airport is best to fly into Waukegan?
With just one major airport operating in Waukegan, it won't take you long to find the best flight. You'll be taking off to O'Hare Intl. Airport (ORD), which is located around 40 kilometres from the downtown area.
How many airlines fly to Waukegan?
Waukegan is serviced by 49 airlines from 224 airports across the globe.
Which airlines fly to Waukegan?
Waukegan receives most of its flights from United Airlines, American Airlines and Delta with United Airlines being the favourite choice of carrier. New York is the most popular city for travellers to set off from.
How many nonstop flights are there to Waukegan?
Arranging an unforgettable Waukegan escape is simple when there are 6,379 direct flights each week to get you there.
Where are the most popular flights to Waukegan departing from?
Travellers frequently jet off from New York, Washington and Dallas airports when going to Waukegan.
How long is the flight to Waukegan Airport?
Where you depart from determines how much of the in-flight entertainment you'll get to see. From New York to Waukegan, the average flight time is 2 hours and 48 minutes. From Washington it usually takes 2 hours and 18 minutes, and from Dallas it's 2 hours and 23 minutes.
How to book the cheapest flight to Waukegan?
If you want to save some cash on your Waukegan vacation, then listen up! As every seasoned jet-setter knows, don't book at the very last minute. Prices are often highest just prior to the departure date. Another great way to pick up an unbeatable deal is to shop around. If your destination has more than one airport, research the cost of flying into a less busy terminal. Lastly, be ready to lock in your seat quickly if you stumble on a great price. It might not stick around for long! With a bit of knowledge and some luck, the perfect airfare will be yours.
Do you have any tips for my flight to Waukegan?
Wherever you're coming from, flying can be a seamless experience if you prepare well enough. We've made a list of handy hints that will get your Waukegan escape started on the right note. What to pack in your hand luggage:

  • A plane trip can be a comfortable experience if you carry the right stuff. Firstly, you'll need basic toiletries, such as deodorant and a toothbrush, a fresh change of clothes and a few magazines. Secondly, make room in your carry-on bag for your mobile phone, a charger, any medications and perhaps a proper neck pillow too. Lastly, and most importantly, remember to take your passport, travel papers and some cash.

Do not pack the following items in your hand luggage:

  • While the list of prohibited items differs between airlines, the general guide to follow is nothing flammable, sharp or explosive. This includes screwdrivers, pocket knives, spray paint and fireworks. Sports equipment like golf clubs, and objects that could harm passengers, such as swords and batons, are also banned from the cabin.

What to wear on a flight:

  • Comfort should be your number one priority when deciding what to wear on board. Loose clothing is a wise choice, as are flat, closed-toe shoes.
  • Most travellers are aware of deep vein thrombosis (DVT), a blood clot condition caused by long periods of sitting. To reduce your risk on board, stay hydrated, consider wearing compression tights or socks and do gentle foot and leg exercises in your seat.

How to get through airport security fast when flying to Waukegan?
It's simple — be prepared. We've rounded up some useful tips for a speedy trip through security. Look out Waukegan, here you come:

  • Security personnel first need to make sure that you have a valid passport and matching boarding pass before you can proceed any further. Have them within easy reach, ready for inspection.
  • Next up is the X-ray machine. Empty your pockets and remove anything metal that is likely to beep. This includes items like earphones or headphones, as well as heavy coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • Electronic devices like laptops and phones will also have to go on a tray to be scanned. Don't worry, you'll be back online in no time.
  • Remember to remove liquids and gels from your carry-on bag. They often need to be sent through the X-ray separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit inside a quart-size (one litre), clear zip-close bag.
  • Choosing your footwear wisely can save you valuable minutes. Hiking boots are often required to be removed and X-rayed separately. Lightweight sneakers usually aren't.
  • Take all prohibited items out of your carry-on bag. If you have any sharp objects like a pocket knife or tools, put them in your checked baggage. They won't be allowed on board and will be confiscated.

Flights to Waukegan information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $239

Trending flights to Waukegan

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $239 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, Sep. 16 - Sat, Sep. 20
YYC
Calgary
ORD
Chicago
CA $243 Roundtrip, found 1 day ago
CA $243
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Sep. 16 from Calgary to Chicago, returning Sat, Sep. 20, priced at CA $243 found 1 day ago
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