S$89 Cheap Flights to Waukegan

View S$89 flight on Mon, 26 Jan, 2026Opens in a new window

Popular airlines to Waukegan

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Cheap round-trip flights to Waukegan

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 7 Jan - Sat, 17 Jan
BOS
Boston
ORD
Chicago
S$171 Return, found 18 hours ago
S$171
Return
found 18 hours ago
Select Delta flight, departing Wed, 7 Jan from Boston to Chicago, returning Sat, 17 Jan, priced at S$171 found 18 hours ago
JetBlue Airways
Wed, 18 Feb - Thu, 5 Mar
BOS
Boston
ORD
Chicago
S$249 Return, found 18 hours ago
S$249
Return
found 18 hours ago
Select JetBlue Airways flight, departing Wed, 18 Feb from Boston to Chicago, returning Thu, 5 Mar, priced at S$249 found 18 hours ago
United
Thu, 1 Jan - Mon, 5 Jan
BOS
Boston
ORD
Chicago
S$262 Return, found 1 day ago
S$262
Return
found 1 day ago
Select United flight, departing Thu, 1 Jan from Boston to Chicago, returning Mon, 5 Jan, priced at S$262 found 1 day ago
American Airlines
Wed, 11 Feb - Sat, 14 Feb
BOS
Boston
ORD
Chicago
S$263 Return, found 3 days ago
S$263
Return
found 3 days ago
Select American Airlines flight, departing Wed, 11 Feb from Boston to Chicago, returning Sat, 14 Feb, priced at S$263 found 3 days ago
Korean Air
Fri, 20 Mar - Wed, 25 Mar
SIN
Singapore
ORD
Chicago
S$1,129 Return, found 3 hours ago
S$1,129
Return
found 3 hours ago
Select Korean Air flight, departing Fri, 20 Mar from Singapore to Chicago, returning Wed, 25 Mar, priced at S$1,129 found 3 hours ago

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

June is typically the cheapest month to fly

From S$100 - S$411 per traveller.

Find Your Flights to Waukegan ORD

Cheap flights to Waukegan (ORD)

Get started finding a cheap flight to Waukegan on Expedia by either choosing a deal on this page or using the search bar to enter your travel dates, origin airport and whether you want a return or one-way airfare. You can filter for flexibility, number of stops, airline and departure/arrival times to find the best flight for you.

We recommend using the ‘Flexible Dates’ calendar at the top of the page to see the price of plane tickets on the surrounding dates. This allows you to pick the cheapest days to fly if your trip allows flexibility and score cheap flight deals to Waukegan.

Return prices range from S$171 - S$1,129 and one-ways Waukegan start as low as S$89.

Be aware that choosing a non-stop flight can sometimes be more expensive while saving you time. And routes with connections may be available at a cheaper rate.

 

Airlines that fly to Waukegan (ORD)

You have several options for which airline you choose to travel with to Waukegan. There are 10 airlines flying into ORD: Delta, American Airlines, United, JetBlue Airways, WestJet, Korean Air. 

Cheap plane tickets may be available from different airlines at different times and with unique terms. It’s best to understand the details of each airline’s offer before judging its value.

For example, if you plan to check in a bag or bring hand baggage, it's worth checking whether the cheap airfare deal includes a baggage allowance. If not, verify whether the baggage fee is higher than the difference of other airline plane ticket deals offering free checked in/hand baggage in exchange for a slightly higher airfare. 

Additionally, your preferred frequent flyer membership programmes may influence your choice of cheap airline. Expedia allows you to enter your membership numbers during checkout to earn points from your airline and Expedia Rewards—all while getting a great deal and planning all your travel on one online platform.

 

Find the best deals

At Expedia, we source many flight deals from multiple providers, so you can easily find the best deals that are right for you. A great strategy for getting the best deals can be to make sure you book and travel at optimal times. Airfare to Waukegan (ORD) varies throughout the year based on seasonal demand. You’ll see the lowest rates for return trips to ORD in January and in January for one-ways.

 

Cancellation & flexibility

To change or cancel eligible flights, go to ‘My Trips’ and navigate to your itinerary. If you booked within the last 24 hours, you might be able to cancel your flight for free. Learn more about flight changes or cancellations from our customer service portal. Some plane tickets are available with no change fees, which you can filter for during your search.

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 holiday 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.

Flights to Waukegan information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$171

Trending flights to Waukegan

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Korean Air
Fri, 20 Mar - Wed, 25 Mar
SIN
Singapore
ORD
Chicago
S$1,129 Return, found 3 hours ago
S$1,129
Return
found 3 hours ago
Select Korean Air flight, departing Fri, 20 Mar from Singapore to Chicago, returning Wed, 25 Mar, priced at S$1,129 found 3 hours ago

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