Cheap Flights to Waukegan , IL from CA $160

View CA $160 flight on Sun, Apr 26, 2026Opens in a new window

Popular airlines to Waukegan

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How much is the cheapest flight to Waukegan?

Prices were available within the past 7 days and start at CA $160 for one-way flights and CA $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Sun, May 3 - Thu, May 7
YYC
Calgary
ORD
Chicago
CA $267 Roundtrip, found 23 hours ago
CA $267
Roundtrip
found 23 hours ago
Select WestJet flight, departing Sun, May 3 from Calgary to Chicago, returning Thu, May 7, priced at CA $267 found 23 hours ago
American Airlines
Sun, May 24 - Sat, May 30
YYC
Calgary
ORD
Chicago
CA $267 Roundtrip, found 1 day ago
CA $267
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 24 from Calgary to Chicago, returning Sat, May 30, priced at CA $267 found 1 day ago
United
Mon, Apr 27 - Tue, Apr 28
YYC
Calgary
ORD
Chicago
CA $272 Roundtrip, found 1 day ago
CA $272
Roundtrip
found 1 day ago
Select United flight, departing Mon, Apr 27 from Calgary to Chicago, returning Tue, Apr 28, priced at CA $272 found 1 day ago
Air Canada
Tue, Apr 14 - Tue, Apr 21
YUL
Montreal
ORD
Chicago
CA $282 Roundtrip, found 20 hours ago
CA $282
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Tue, Apr 14 from Montreal to Chicago, returning Tue, Apr 21, priced at CA $282 found 20 hours ago
Delta
Mon, Apr 27 - Wed, May 13
YUL
Montreal
ORD
Chicago
CA $298 Roundtrip, found 1 day ago
CA $298
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Apr 27 from Montreal to Chicago, returning Wed, May 13, priced at CA $298 found 1 day ago

Alternative airports near Waukegan

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 41 minutes. Flights from CA $495
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre41 min
Flights from CA $495

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

July is typically the cheapest month to fly

From CA $109 - CA $427 per traveller.

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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 O'Hare Airport from central Waukegan?
ORD is 40 kilometres from downtown Waukegan, so be prepared for a bit of a commute into the centre of the city.
What airport is best to fly into Waukegan?
With only one major airport operating in Waukegan, it won't take very long to find the best flight. You'll be taking off to ORD, which is located around 40 kilometres from the centre of town.
How many airlines fly to Waukegan?
Waukegan is serviced by 49 air carriers from 224 worldwide airports.
Which airlines fly to Waukegan?
In general, travellers choose to fly with United Airlines, American Airlines and Delta when going to Waukegan. The majority of these flights come from New York, with United Airlines servicing this route the most frequently.
How many nonstop flights are there to Waukegan?
With approximately 6,379 nonstop flights each week, you'll be hitting the runway in Waukegan before you can ask, "Are we there yet?"
Where are the most popular flights to Waukegan departing from?
Flights to Waukegan departing from New York, Washington and Dallas airports are always popular.
How long is the flight to Waukegan Airport?
If it's New York you're leaving behind, you'll be midair for around 2 hours and 48 minutes before you touchdown in Waukegan. Airport to airport from Washington typically takes 2 hours and 18 minutes and from Dallas, 2 hours and 23 minutes.
How to book the cheapest flight to Waukegan?
Don't leave locking in your flight to Waukegan until the very last minute. That's one trick frequent jet-setters use to get the best deals. Booking ahead means more choices and less expensive flights. Another easy way to land the most competitive fare is to compare all options. If where you're headed has multiple airports, look into the cost of flying into a smaller terminal. Last but not least, another simple way to save some cash is be ready to book fast. If you come across a fantastic deal, don't hesitate — grab it while you've got the chance.
Do you have any tips for my flight to Waukegan?
If you're poorly prepared, airports and flying can be testing. But there's no need to panic. Follow these helpful hints and enjoy a pleasant start to your vacation in Waukegan. What to pack in your hand luggage:

  • First, pack your passport, travel documents, credit cards and daily medications. Next, you'll want some extra in-flight entertainment to while away the time. A juicy novel and a phone filled with your favourite shows are some fantastic options. If you intend to catch forty winks, a comfy neck pillow and a pair of noise-cancelling headphones will also be useful. Finally, leave space for a toothbrush and some cleansing wipes so you'll step off the plane looking fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Put all your full-sized bottles of shampoo and conditioner in your checked baggage. Any liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated by authorities. Sharp objects, like your trusty pocket knife, and dangerous products which are flammable or explosive, such as spray paint, flares and fuels, are also restricted.

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for changes in cabin temperature by layering up, and wear flat, enclosed shoes like slip-ons.
  • The result of sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect passengers during long-distance flights. Lower your risks by drinking water, keeping your legs and feet moving and wearing compression socks or tights.

How to get through airport security fast when flying to Waukegan?
A little pre-planning before you arrive at the airport will help make your trip to Waukegan a piece of cake. Below are some top tips for a speedy journey through security:

  • Your passport and travel documents will need to be inspected by security personnel. Keep them someplace accessible so you don't hold up the line.
  • After that, both you and your hand luggage will be X-rayed. To speed things up, take off anything that is likely to set the alarm off. Personal belongings such as your belt, coat and headphones need to go through the machine.
  • Your electronic devices like laptops and phones will also have to go through the machine to be scanned. No need to worry though, you'll be back online before you know it.
  • Remove all gels and liquids from your hand luggage. They usually need to be sent through the X-ray scanner separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit in a quart-size (one litre), clear zip-close bag.
  • Lightweight sneakers are a clever footwear choice as you're less likely to be asked to remove them when passing through security. Safety boots and heavier-style shoes are often subjected to extra screening.
  • Airlines will not allow any sharp or pointed objects in your carry-on luggage. If you must bring these kinds of items, check them in.

Book with confidence

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!

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $267

Trending flights to Waukegan

Prices were available within the past 7 days and start at CA $160 for one-way flights and CA $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Sun, May 3 - Thu, May 7
YYC
Calgary
ORD
Chicago
CA $267 Roundtrip, found 23 hours ago
CA $267
Roundtrip
found 23 hours ago
Select WestJet flight, departing Sun, May 3 from Calgary to Chicago, returning Thu, May 7, priced at CA $267 found 23 hours ago

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