S$88 Cheap Flights to Waukegan

View S$88 flight on Wed, 3 Sep, 2025Opens in a new window

Popular airlines to Waukegan

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 40% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

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
Sat, 30 Aug - Sat, 6 Sep
JFK
New York
ORD
Chicago
S$183 Return, found 15 hours ago
S$183
Return
found 15 hours ago
Select Delta flight, departing Sat, 30 Aug from New York to Chicago, returning Sat, 6 Sep, priced at S$183 found 15 hours ago
United
Fri, 5 Sep - Sun, 7 Sep
LGA
New York
ORD
Chicago
S$225 Return, found 6 days ago
S$225
Return
found 6 days ago
Select United flight, departing Fri, 5 Sep from New York to Chicago, returning Sun, 7 Sep, priced at S$225 found 6 days ago
American Airlines
Sat, 13 Sep - Tue, 16 Sep
JFK
New York
ORD
Chicago
S$279 Return, found 2 days ago
S$279
Return
found 2 days ago
Select American Airlines flight, departing Sat, 13 Sep from New York to Chicago, returning Tue, 16 Sep, priced at S$279 found 2 days ago
Hawaiian Airlines
Sat, 26 Jul - Tue, 5 Aug
SEA
Seattle
ORD
Chicago
S$542 Return, found 1 day ago
S$542
Return
found 1 day ago
Select Hawaiian Airlines flight, departing Sat, 26 Jul from Seattle to Chicago, returning Tue, 5 Aug, priced at S$542 found 1 day ago
Air Canada
Sun, 9 Nov - Sat, 15 Nov
LHR
London
ORD
Chicago
S$818 Return, found 4 days ago
S$818
Return
found 4 days ago
Select Air Canada flight, departing Sun, 9 Nov from London to Chicago, returning Sat, 15 Nov, priced at S$818 found 4 days ago

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

June is typically the cheapest month to fly

From S$99 - S$317 per traveller.

Graph displaying average flight prices per month

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$183 - S$902 and one-ways Waukegan start as low as S$88.

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, Hawaiian Airlines, Air Canada, 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 August and in September 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 a single airport, O'Hare Intl. Airport (ORD).
How far is ORD from central Waukegan?
O'Hare Intl. Airport (ORD) is 48 kilometres from downtown Waukegan, so expect a bit of a commute into the city.
What airport is best to fly into Waukegan?
Travellers heading to Waukegan can choose to land at two major airports. ORD is 48 kilometres away from the downtown streets. UGN is 5 kilometres away.
How many airlines fly to Waukegan?
Waukegan is serviced by 42 air carriers from 208 airports across the globe.
Which airlines fly to Waukegan?
American Airlines, United Airlines and Delta Air Lines fly the most frequently to Waukegan. The highest number of flights come from Queens Village, with American Airlines having the most services on this route.
How many nonstop flights are there to Waukegan?
With roughly 6,326 direct flights operating every week, you'll be hitting the tarmac in Waukegan before you have time to say, "Are we there yet?"
Where are the most popular flights to Waukegan departing from?
Travellers often set off from Dallas, Los Angeles and Atlanta airports when flying to Waukegan.
How long is the flight to Waukegan Airport?
If it's Queens Village you're departing, you'll be in the air for around 2 hours and 42 minutes before you touchdown in Waukegan. Terminal to terminal from Washington typically takes 2 hours and 11 minutes and from Los Angeles, 4 hours and 5 minutes.
How to book the cheapest flight to Waukegan?
We've all come across those jet-setters who somehow score super cheap fares wherever they go. Eager to know how to do it for your Waukegan holiday? Don't leave it until the last minute to lock in your flight. Also, look around online and compare your options. If your destination has more than one airport, you may be able to nab a terrific price by flying into a smaller terminal. And finally, don't forget that the early bird catches the worm. Know what a typical airfare costs and have your credit card ready to secure your seat as soon as you spot a bargain. The best deals don't last long.
How to survive the flight to Waukegan?
Wherever you're coming from, flying can be a pleasurable experience if you've planned ahead. We've put together a list of top travel tips that will get your Waukegan escape started on the right note.What to pack in your hand luggage:

  • Air travel can be a comfortable experience if you carry the right stuff. First things first, you'll need basic toiletries, such as lip balm and hand cream, a fresh change of clothes and a few magazines. Next, make room in your bag for your mobile phone, a charger, any daily medications and perhaps a comfy neck pillow too. Last, but definitely not least, be sure to take your passport, travel docs and some cash.

Do not pack the following items in your hand luggage:

  • While the list of banned items can differ between airlines, the general rule of thumb is avoid carrying anything sharp, flammable or explosive. This includes things like screwdrivers, drills, spray paint and flares. Sporting equipment like baseball bats, and objects that could harm passengers, such as pepper spray and firearms, won't be allowed on board either.

What to wear on a flight:

  • The best way to ensure a comfortable flight often lies in your choice of clothing. Prepare for temperature changes by layering up. That way you'll stay nice and warm if the cabin gets chilly. Shoes like sandals and heels are best left in your checked suitcase. Instead, go for flat, closed-toed footwear like sneakers. Your feet will thank you for it.
  • The result of sustained periods of immobility, DVT (deep vein thrombosis) is a blood clotting condition that can affect some passengers during long flights. But the great news is there are numerous ways to lower your risk of developing it. Drink plenty of water, wander through the cabin as much as possible and wear compression socks or tights.

How to get through airport security fast when flying to Waukegan?
Being prepared before you arrive at the airport will make your getaway to Waukegan a breeze. Below you'll find some useful tips for a stress-free journey through security:

  • Airport security personnel first need to determine that you have a valid ID and matching travel documents before you can proceed any further. Have them in your hand, ready for inspection.
  • Time to strip down. Well sort of. Your belt, coat, keys and other items in your pocket, like your headphones, will need to go on a tray through the X-ray machine. Make your life easier by removing them as your turn draws near.
  • For just a few moments, you'll have to unplug from the digital world. Your phone, laptop and any other electronic devices will need to go through the scanner.
  • Travelling with your favourite perfume? As long as the volume is no larger than 3.4 ounces (100 milliliters) and it's stored in a clear zip-lock bag, it's OK to bring with you in your carry-on luggage.
  • The right choice of footwear can save you several precious minutes. Boots and bulky shoes are often required to be removed and X-rayed separately. Slip-on sneakers are usually not.
  • Airlines will not allow any pocket knives or other sharp items in your carry-on baggage. If you need to bring these kinds of items, pack them safely in your checked baggage.

Flights to Waukegan information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
S$182

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.

Air Canada
Thu, 9 Oct - Thu, 16 Oct
SIN
Singapore
ORD
Chicago
S$902 Return, found 1 day ago
S$902
Return
found 1 day ago
Select Air Canada flight, departing Thu, 9 Oct from Singapore to Chicago, returning Thu, 16 Oct, priced at S$902 found 1 day ago
*Available to Expedia members.