Cheap flights To Naperville (CHI) from $29

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Cheap Flights to Naperville from $29 One Way, $57 Round Trip

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

Sat, Apr 18 - Sat, Apr 25
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$57 Roundtrip, just found
$57
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Apr 18 from Sky Harbor Intl. to O'Hare Intl., returning Sat, Apr 25, priced at $57 just found
Thu, Feb 26 - Mon, Mar 2
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$68 Roundtrip, found 12 hours ago
$68
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Sky Harbor Intl. to Midway Intl., returning Mon, Mar 2, priced at $68 found 12 hours ago
Wed, Apr 8 - Wed, Apr 8
DEN
Denver Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Apr 8 from Denver Intl. to O'Hare Intl., returning Wed, Apr 8, priced at $68 found 4 days ago
Sat, Apr 18 - Sat, Apr 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 8 hours ago
$88
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Los Angeles Intl. to O'Hare Intl., returning Sat, Apr 25, priced at $88 found 8 hours ago
Sat, Apr 11 - Mon, Apr 13
BOS
Logan Intl.
ORD
O'Hare Intl.
$99 Roundtrip, found 3 hours ago
$99
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sat, Apr 11 from Logan Intl. to O'Hare Intl., returning Mon, Apr 13, priced at $99 found 3 hours ago
Fri, May 1 - Sat, May 2
BOS
Logan Intl.
MDW
Midway Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, May 1 from Logan Intl. to Midway Intl., returning Sat, May 2, priced at $100 found 1 day ago
Sat, May 2 - Tue, May 5
BOS
Logan Intl.
ORD
O'Hare Intl.
$107 Roundtrip, found 5 hours ago
$107
Roundtrip
found 5 hours ago
Select United flight, departing Sat, May 2 from Logan Intl. to O'Hare Intl., returning Tue, May 5, priced at $107 found 5 hours ago
Wed, May 27 - Fri, May 29
BOS
Logan Intl.
ORD
O'Hare Intl.
$107 Roundtrip, found 1 hour ago
$107
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, May 27 from Logan Intl. to O'Hare Intl., returning Fri, May 29, priced at $107 found 1 hour ago
Tue, Mar 10 - Mon, Apr 6
BOS
Logan Intl.
ORD
O'Hare Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Mar 10 from Logan Intl. to O'Hare Intl., returning Mon, Apr 6, priced at $112 found 2 days ago
Wed, Feb 25 - Tue, Mar 3
BOS
Logan Intl.
ORD
O'Hare Intl.
$114 Roundtrip, found 17 hours ago
$114
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Wed, Feb 25 from Logan Intl. to O'Hare Intl., returning Tue, Mar 3, priced at $114 found 17 hours ago

Naperville Flight Information

Traveling To
Naperville
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Southwest Airlines, JetBlue Airways, Spirit Airlines, United, Delta
Flight Price
$57
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Naperville economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
4.5-star property

The Talbott, Autograph Collection

Mar 7 - Mar 10

3 night stay

Dallas (DFW) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Dallas (DFW)

Spirit Airlines • Coach
Price was $437, price is now $338 per person
$338
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Mar 12 - Mar 14

2 night stay

Dallas (DAL) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Price was $835, price is now $621 per person
$621
per person
found 17 hours ago
Holiday Inn Club Vacations at Lake Geneva Resort by IHG
3.5-star property

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Mar 27 - Mar 30

3 night stay

Dallas (DFW) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Dallas (DFW)

Frontier Airlines • Coach
Price was $521, price is now $394 per person
$394
per person
found 17 hours ago
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Naperville first class flight packages

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North
3.5-star property

Aloft Chicago Downtown River North

9.4/10 Exceptional! (1,159 reviews)

Mar 7 - Mar 10

3 night stay

Dallas (DFW) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $700, price is now $585 per person
$585
per person
found 4 hours ago
Great customer service. Friendly.

Reviewed on Nov 6, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,790 reviews)

Mar 13 - Mar 15

2 night stay

Dallas (DFW) to Chicago (ORD)

United • Non-stop roundtrip • FirstClass
Price was $1,074, price is now $857 per person
$857
per person
found 22 hours ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.

Reviewed on Jan 14, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,773 reviews)

Mar 13 - Mar 15

2 night stay

Dallas (DFW) to Chicago (ORD)

United • Non-stop roundtrip • FirstClass
Price was $1,223, price is now $982 per person
$982
per person
found 22 hours 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

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Naperville

Traveling to Naperville and need a cheap flight? Orbitz has great deals on flights to Naperville right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Naperville Quickly and Hassle-Free

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Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Naperville or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Naperville flights. When you need us, we’re here for you!

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 $57 and $114. If you were traveling one-way out of Phoenix (PHX), 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.