Cheap flights To Naperville (CHI) from $29

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Cheap Flights to Naperville from $29 One Way, $58 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Feb 21 - Sat, Feb 28
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$58 Roundtrip, found 8 hours ago
$58
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Feb 28, priced at $58 found 8 hours ago
Sat, Feb 21 - Sat, Feb 28
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$58 Roundtrip, found 8 hours ago
$58
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Feb 28, priced at $58 found 8 hours ago
Wed, Jan 14 - Sat, Jan 17
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$59 Roundtrip, found 4 hours ago
$59
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Jan 14 from John F. Kennedy Intl. to O'Hare Intl., returning Sat, Jan 17, priced at $59 found 4 hours ago
Tue, Jan 20 - Fri, Jan 23
LGA
LaGuardia
ORD
O'Hare Intl.
$68 Roundtrip, found 6 days ago
$68
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Jan 20 from LaGuardia to O'Hare Intl., returning Fri, Jan 23, priced at $68 found 6 days ago
Thu, Jan 15 - Sun, Jan 18
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$71 Roundtrip, found 2 hours ago
$71
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Jan 15 from Newark Liberty Intl. Airport to Midway Intl., returning Sun, Jan 18, priced at $71 found 2 hours ago
Wed, Jan 7 - Wed, Jan 7
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$78 Roundtrip, found 18 hours ago
$78
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Wed, Jan 7 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, Jan 7, priced at $78 found 18 hours ago
Wed, Jan 28 - Tue, Feb 3
LGA
LaGuardia
MDW
Midway Intl.
$128 Roundtrip, found 21 hours ago
$128
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Jan 28 from LaGuardia to Midway Intl., returning Tue, Feb 3, priced at $128 found 21 hours ago
Wed, Jan 28 - Tue, Feb 3
JFK
John F. Kennedy Intl.
MDW
Midway Intl.
$128 Roundtrip, found 21 hours ago
$128
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Jan 28 from John F. Kennedy Intl. to Midway Intl., returning Tue, Feb 3, priced at $128 found 21 hours ago
Thu, Feb 26 - Sat, Feb 28
LGA
LaGuardia
RFD
Greater Rockford
$139 Roundtrip, found 4 days ago
$139
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Feb 26 from LaGuardia to Greater Rockford, returning Sat, Feb 28, priced at $139 found 4 days ago
Wed, Feb 18 - Thu, Feb 19
LGA
LaGuardia
ORD
O'Hare Intl.
$139 Roundtrip, found 4 days ago
$139
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Feb 18 from LaGuardia to O'Hare Intl., returning Thu, Feb 19, priced at $139 found 4 days ago

Naperville Flight Information

Traveling To
Naperville
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, Delta
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

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Naperville economy flight packages

Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
2.0-star property

Illinois Beach Hotel

Jan 21 - Jan 24

3 night stay

Houston (HOU) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $281, price is now $194 per person
$194
per person
found 1 day ago
Hyatt Place Chicago/ Schaumburg
3.0-star property

Hyatt Place Chicago/ Schaumburg

Feb 13 - Feb 16

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $437, price is now $277 per person
$277
per person
found 1 day ago
The Stella Hotel & Ballroom
3.5-star property

The Stella Hotel & Ballroom

Feb 4 - Feb 7

3 night stay

Houston (IAH) to Chicago (CHI)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $313, price is now $211 per person
$211
per person
found 11 hours ago
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Naperville first class flight packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
4.5-star property

Pendry Chicago

9.4/10 Exceptional! (1,130 reviews)

Jan 22 - Jan 26

4 night stay

Houston (HOU) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $925, price is now $808 per person
$808
per person
found 1 hour ago
Pendry was historic and great

Reviewed on Jul 5, 2024

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,773 reviews)

Jan 22 - Jan 26

4 night stay

Houston (HOU) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,513, price is now $1,166 per person
$1,166
per person
found 1 hour ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,264 reviews)

Jan 22 - Jan 26

4 night stay

Houston (HOU) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,112, price is now $894 per person
$894
per person
found 1 hour ago
Cute and trendy hotwl but there was a loud party on-site which ruined experience. It felt clean but our mini fridge had takeout left from former guest, so maid service obviously missed that.

Reviewed on Jul 26, 2025

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Naperville

Reach your destination without breaking your budget by booking your flights to Naperville using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

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Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Naperville. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Naperville, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Naperville flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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Frequently asked questions

Which airlines fly to Naperville?
With 20 airlines operating services to O'Hare Intl. Airport (ORD), a major entrance point to Naperville, you have loads of options. Find a terrific deal among these top international carriers that fly to this city:

  • United Airlines - 612 flights to Naperville per month
  • American Airlines - 339 flights to Naperville per month
  • Air Canada - 190 flights to Naperville per month

What is the best airport to fly to in Naperville?
Fly into O'Hare Intl. Airport (ORD) and you'll discovering this wonderful city in no time at all. This airport is roughly 20 miles northeast of the center. But ORD isn't your only choice. Midway Intl. Airport (MDW) is another entry point to Naperville, so compare flight prices to get the best deal.
How much is a flight to Naperville?
Prices for return flights to Naperville this past week fluctuated between $58 and $139. If you were traveling one-way out of New York (JFK), you could have bagged tickets from as low as $29.
How to book the cheapest flight to Naperville?
Using Orbitz, you'll uncover some of the most incredible flight deals around from a wide range of airlines. But if you'd love to boost your chances of scoring cheap flights to Naperville, here are a few pointers to get started:

  • Taking off from or landing at other airports may work out cheaper. Enter your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below the form fields to see your options.
  • If you're flexible with when you take off, click on the 'Show flexible dates' link. It'll bring up flight deals for the days around your selected departure. Fares often vary depending on what day of the week it is.
  • You can also select the 'Show options' link to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you want to fly.
  • Book as soon as you know your travel dates. While you can get lucky once in a while, airline tickets rarely drop in price as your departure date approaches.
  • Think about combining your flights, hotels and car rentals into a package with Orbitz to make your budget go even further.
  • Flying during peak season often means steep airfares. If possible, plan your vacation outside of popular dates, such as school breaks, Thanksgiving and Easter.

How long is a flight to Naperville?
You could have time to read one or two chapters of a book, or you might make it though the whole thing! How long a flight is depends on where you're departing from, but these popular routes to Naperville will give you a better picture:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Naperville?
Pick up a bargain and book your seats to Naperville in January. If you've missed this month, you're still in luck. February and August often have low airfares available, too. Just be careful you don't snooze on a sale — cheap flights come and go in the click of a mouse!
What day of the week is the cheapest to book a flight to Naperville?
When it comes to cheap fares to Naperville, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A fantastic flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Naperville?
Based on Orbitz data from 2020, Monday tends to be the best day for cheap flights to Naperville. Tuesday also offers more affordable airfares, whereas Saturday has the most expensive ticket rates. Although flying out at the weekend may be easier to arrange, you'll have more money in your pocket to play with if you set off at the start of the week.
What is the cheapest month to fly to Naperville?
We won't keep you in suspense — according to Orbitz data, August is generally the most inexpensive month to fly. Perfect for those who want a weekend getaway or simply escape from it all before the weather turns. The most expensive time to fly is the height of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
When searching for your Naperville flights on Orbitz, select "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation and no change fees. Relax knowing that if things unexpectedly change, your flight can too.
What do I need for the flight to Naperville?
The secret to a comfortable flight is being well prepared. Here are some useful tips to help you get ready for your journey:

  • Whether you print it out or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some form of government-issued photo identification. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • Make time fly by even quicker on your short flight by packing the right stuff. Think a water bottle, snacks and entertainment. If you'd like your journey to Naperville to go peacefully, put some headphones into your bag too.
  • Even if you're traveling when it's 90 degrees outside, bring a sweater on board with you. Airplane cabins can get chilly!

How many direct flights are there to Naperville?
Each month, there are 2,332 direct flights into Naperville. Pick from an impressive range of airlines, including United Airlines, American Airlines and Delta Air Lines. Other carriers that fly to Naperville nonstop are Southwest Airlines, Spirit Airlines and Air Canada.
How do I get cheap first-class/business deals to Naperville?
If you think a business or first-class ticket is way out of your reach, think again. Here are a few practical tips to help you find a premium flight to Naperville for less:

  • Be flexible with your travel dates and wait for exclusive offers or sales on first or business-class airfares.
  • Low-cost airlines offer first or business-class seats at a fraction of the normal price. Give the full-service carriers a miss and book with one of these cheaper options.
  • Bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a rewards program.

How to get into Naperville from the airport?
Stroll off the tarmac at O'Hare Intl. Airport (ORD) and then grab the keys from one of the O'Hare Intl. Airport (ORD) car rental outlets on-site, Thrifty Car Rental or Dollar. With your own set of wheels, finding your way to downtown Naperville from ORD will be a snap. Set up your GPS and drive 20 miles to the southwest. You could also take a taxi or public transportation into town and rent a car directly from the city center. Find out what's on offer with our Naperville car rentals.
What is the best time to go to Naperville?
Travelers come from all over the place to visit Naperville in May, July and September. So if you'd love to experience this wonderful destination in the tourist season, this is the time to go. As with most places in the Northern Hemisphere, summer starts June 20 in Naperville, with average daily temperatures between 65 ºF and 80 ºF.
Travel tips for Naperville

  • Step out in the downtown area and enjoy a walking tour of the city's leading attractions. Centennial Beach and DuPage Children's Museum are visitor favorites.
  • If you're on the lookout for an easy day trip, there are more sights waiting for you a short commute from the center. Find out why Wrigley Field and McCormick Place are on the to-do lists of most Naperville visitors.
  • When the time comes to see more of Chicago, lock in a car rental and drive in the direction of Gurnee. Evanston is another worthwhile city with so many things to see and do.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.