Cheap Flights to Naperville , IL from CA $166

View CA $166 flight on Tue, Nov. 4, 2025Opens in a new window

Popular airlines to Naperville

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How much is the cheapest flight to Naperville?

Prices were available within the past 7 days and start at CA $166 for one-way flights and CA $245 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Feb. 6 - Sun, Feb. 8
YYZ
Toronto
ORD
Chicago
CA $245 Roundtrip, found 3 days ago
CA $245
Roundtrip
found 3 days ago
Select United flight, departing Fri, Feb. 6 from Toronto to Chicago, returning Sun, Feb. 8, priced at CA $245 found 3 days ago
Air Canada
Tue, Nov. 25 - Sat, Nov. 29
YYZ
Toronto
ORD
Chicago
CA $257 Roundtrip, found 7 hours ago
CA $257
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Tue, Nov. 25 from Toronto to Chicago, returning Sat, Nov. 29, priced at CA $257 found 7 hours ago
American Airlines
Tue, Nov. 4 - Tue, Nov. 11
YYZ
Toronto
ORD
Chicago
CA $261 Roundtrip, just found
CA $261
Roundtrip
just found
Select American Airlines flight, departing Tue, Nov. 4 from Toronto to Chicago, returning Tue, Nov. 11, priced at CA $261 just found
Delta
Wed, Sep. 17 - Sat, Sep. 20
YUL
Montreal
MDW
Chicago
CA $296 Roundtrip, found 6 hours ago
CA $296
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Sep. 17 from Montreal to Chicago, returning Sat, Sep. 20, priced at CA $296 found 6 hours ago
Air Transat
Fri, Oct. 3 - Sun, Oct. 5
YTZ
Toronto
MDW
Chicago
CA $351 Roundtrip, just found
CA $351
Roundtrip
just found
Select Air Transat flight, departing Fri, Oct. 3 from Toronto to Chicago, returning Sun, Oct. 5, priced at CA $351 just found

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

June is typically the cheapest month to fly

From CA $106 - CA $340 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Naperville. 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 Naperville. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Naperville.

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 Naperville 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 Naperville.

Looking to save even more? Get additional savings by bundling your Naperville 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 Naperville trip!

Frequently asked questions

What is the name of Naperville's airport?
Naperville has more than one airport, but most visitors choose to touch down at O'Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Naperville?
O'Hare Intl. Airport (ORD) is 32 kilometres from downtown Naperville, so expect a bit of a commute into the centre of the city.
What airport is best to fly into Naperville?
Before booking flights to Naperville, it's a wise idea to decide which airport is most convenient. O'Hare Airport is 32 kilometres from the downtown area. If you're landing at Chicago Airport, you'll find yourself 32 kilometres away from the centre of the city.
How many airlines fly to Naperville?
Naperville is serviced by 51 air carriers from 237 airports across the globe.
Which airlines fly to Naperville?
United Airlines, American Airlines and Delta are the most frequent fliers to Naperville. The majority of flights originate in New York, with United Airlines having the most services on this route.
How many nonstop flights are there to Naperville?
With approximately 7,564 direct flights operating every week, you'll be arriving in Naperville before you can ask, "Are we there yet?"
Where are the most popular flights to Naperville departing from?
Travellers often depart from New York, Washington and Dallas airports when going to Naperville.
How long is the flight to Naperville Airport?
If it's New York you're departing, you'll be in the air for around 2 hours and 44 minutes before you arrive in Naperville. Runway to runway from Washington typically takes 2 hours and 15 minutes and from Dallas, the average flight time is 2 hours and 18 minutes.
How to book the cheapest flight to Naperville?
Don't leave locking in your flight to Naperville until the last moment. That's one trick seasoned jet-setters use to get the best prices. Booking well in advance means more choices and less expensive flights. Another easy way to nab the best price is to shop around. If your destination has several airports, don't forget to look into the cost of flying into a less busy terminal. And finally, don't forget that the early bird catches the worm. Know what a typical airfare costs and be ready to book your ticket as soon as you see an unbeatable bargain. The best deals never last long.
Do you have any tips for my flight to Naperville?
If you're not prepared, airports and flying can be overwhelming. But don't hit the panic button just yet. Follow these handy hints and enjoy a trouble-free start to your getaway in Naperville. What to pack in your hand luggage:

  • A plane ride can be a great experience if you've got all the right things. Firstly, you'll want a few basic toiletries, such as lip balm and hand cream, a spare set of clothes and a magazine or two. Secondly, leave space in your hand luggage for your mobile phone, a charger, your medications and maybe a proper neck pillow too. Lastly, 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 prohibited items differs between airlines, the general guide to follow is nothing flammable, sharp or explosive. This includes things like screwdrivers, drills, fuel and fireworks. Sports equipment like hockey sticks, and items that could injure passengers, such as firearms and swords, aren't allowed in the cabin either.

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for temperature changes in the cabin by layering up, and opt for flat, slightly roomy footwear like slip-ons.
  • Caused by sustained periods of immobility, deep vein thrombosis (DVT) is a blood clot condition that can affect passengers during long-distance flights. Reduce the risks by staying hydrated, keeping your legs moving and wearing compression socks to help your circulation.

How to get through airport security fast when flying to Naperville?
Being prepared before you get to the airport can make your getaway to Naperville quick and painless. Check out our useful tips for a swift journey through security:

  • Your boarding pass and travel ID will need to be presented to security personnel. Have them easily accessible so you don't hold up the queue.
  • Time to strip down. Well kind of. Your coat, belt, keys and other contents of your pockets, like your headphones, will be required to go through the X-ray machine. Make the whole process easier by removing them as your turn draws near.
  • Your electronic gadgets like laptops and phones will also need to go on a tray to be scanned. No need to worry though, you'll be back online before you know it.
  • Any liquids or gels, such as shampoo or hairspray, that you want to take on board must be no larger than 3.4 ounces (100 millilitres). They must also all fit inside a quart-size (one litre), clear zip-lock bag.
  • Choosing your footwear wisely can save you several precious minutes. Boots and bulky shoes are often required to be removed and separately scanned. Slip-on sneakers are usually not.
  • Sharp or pointed objects (like knives and scissors) are not allowed on board. They'll be seized at security, so put them in your checked suitcase.

Flights to Naperville information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $245

Trending flights to Naperville

Prices were available within the past 7 days and start at CA $166 for one-way flights and CA $245 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, Feb. 6 - Sun, Feb. 8
YYZ
Toronto
ORD
Chicago
CA $245 Roundtrip, found 3 days ago
CA $245
Roundtrip
found 3 days ago
Select United flight, departing Fri, Feb. 6 from Toronto to Chicago, returning Sun, Feb. 8, priced at CA $245 found 3 days ago
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