Cheap flights To Oak Brook (CHI) from $39

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Cheap Flights to Oak Brook from $39 One Way, $69 Round Trip

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

Sat, May 31 - Wed, Jun 4
LGA
LaGuardia
ORD
O'Hare Intl.
$69 Roundtrip, found 3 hours ago
$69
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sat, May 31 from LaGuardia to O'Hare Intl., returning Wed, Jun 4, priced at $69 found 3 hours ago
Wed, May 28 - Wed, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$77 Roundtrip, just found
$77
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 28, priced at $77 just found
Thu, May 29 - Wed, Jun 4
LGA
LaGuardia
ORD
O'Hare Intl.
$79 Roundtrip, found 2 hours ago
$79
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Thu, May 29 from LaGuardia to O'Hare Intl., returning Wed, Jun 4, priced at $79 found 2 hours ago
Tue, May 27 - Sat, May 31
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$81 Roundtrip, just found
$81
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, May 27 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, May 31, priced at $81 just found
Sat, May 24 - Tue, May 27
LGA
LaGuardia
ORD
O'Hare Intl.
$81 Roundtrip, just found
$81
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 24 from LaGuardia to O'Hare Intl., returning Tue, May 27, priced at $81 just found
Wed, May 21 - Wed, May 21
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$83 Roundtrip, just found
$83
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, May 21 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 21, priced at $83 just found
Wed, May 7 - Wed, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$88 Roundtrip, found 3 days ago
$88
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, May 7 from Newark Liberty Intl. Airport to O'Hare Intl., returning Wed, May 28, priced at $88 found 3 days ago
Fri, May 30 - Mon, Jun 2
LGA
LaGuardia
ORD
O'Hare Intl.
$89 Roundtrip, just found
$89
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, May 30 from LaGuardia to O'Hare Intl., returning Mon, Jun 2, priced at $89 just found
Wed, May 14 - Wed, May 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 11 hours ago
$100
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Wed, May 14 from Los Angeles Intl. to O'Hare Intl., returning Wed, May 28, priced at $100 found 11 hours ago
Wed, May 14 - Tue, May 27
LGA
LaGuardia
ORD
O'Hare Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select United flight, departing Wed, May 14 from LaGuardia to O'Hare Intl., returning Tue, May 27, priced at $139 found 1 day ago

Oak Brook ORD Flight Information

Traveling To
Oak Brook
Destination Airport IATA Code
CHI
Number of Airlines Serving
16
Airlines
Spirit Airlines, JetBlue Airways, United
Flight Price
$69
Earliest Departing Flight
AA 3446 5:56AM EDT
Latest Departing Flight
IB 4838 May 8 6:46PM EDT

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

Book Your Flight & Hotel Together & Save

Oak Brook economy flight packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Alsip, IL
2.0-star property

Motel 6 Alsip, IL

Jun 6 - Jun 9

3 night stay

New York (NYC) to Chicago (MDW)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Luxe Inn and Suites
2.5-star property

Luxe Inn and Suites

Jun 6 - Jun 9

3 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • Coach
per person
found 1 day ago
Club Quarters Hotel Wacker at Michigan, Chicago
4.0-star property

Club Quarters Hotel Wacker at Michigan, Chicago

Jun 27 - Jun 29

2 night stay

Baltimore (BWI) to Chicago (ORD)

Delta • Non-stop • Coach

Chicago (ORD) to Baltimore (BWI)

Spirit Airlines • Non-stop • Coach
per person
found 1 day ago
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Oak Brook premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

8/10 Very Good! (1,524 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Great location for doing things downtown. Walkable to every where one wants to go, or a cheap Lyft ride.

Reviewed on May 1, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (1,605 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,546 reviews)

Jun 2 - Jun 5

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Loved their spa facility

Reviewed on Mar 21, 2025

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Oak Brook first class flight packages

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

Arlo Chicago

9.2/10 Wonderful! (1,665 reviews)

Jun 13 - Jun 16

3 night stay

Washington (DCA) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Washington (DCA)

Delta • FirstClass
per person
just found
Nice hotel. Great location. Nice room. Pictures made hotel seem like it was so much more. It was just one small hallway. Nothing more. Very disappointed with the lobby. I thought by the pictures I was getting so much more! Payed a $150 resort fee for two night. There was absolutely no resort and no resort benefits. That was purely a money grab. Didn’t even get my room cleaned each day. Nice room. Nice hotel. Just less that I thought!

Reviewed on Oct 13, 2024

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (1,605 reviews)

Jun 13 - Jun 16

3 night stay

Washington (DCA) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Washington (DCA)

Delta • FirstClass
per person
just found
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Omni Chicago Hotel
4.5-star property

Omni Chicago Hotel

9/10 Wonderful! (1,444 reviews)

Jun 13 - Jun 16

3 night stay

Washington (DCA) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Washington (DCA)

Delta • FirstClass
per person
just found
Favorite place to stay whenever I’m in Chicago!

Reviewed on Dec 28, 2024

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Oak Brook

Finding cheap flights to Oak Brook is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Oak Brook flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Oak Brook through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Oak Brook—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Oak Brook flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Oak Brook with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Oak Brook?
Take your pick of 20 airlines that operate services to O’Hare Intl. Airport (ORD), the most popular airport in the city. With a good range of options, you’re sure to find an awesome deal. Here are some of the top international carriers that’ll get you to Oak Brook:

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

What is the best airport to fly to in Oak Brook?
Reserve a flight to O’Hare Intl. Airport (ORD) and get set to discover every corner of this terrific city. The airport is around 10 miles north of the center of town. Also check out the price of flights to Midway Intl. Airport (MDW), which is another entrance point to Oak Brook.
How much is a flight to Oak Brook?
Prices for return flights dipped as low as $69 this past week to Oak Brook, and reached a high of $139. Several lucky travelers departing New York (LGA) managed to secure one-way fares from just $39.
How to book the cheapest flight to Oak Brook?
With some of the biggest and best flight deals around, you’ll get more for your money with Orbitz. The following tips and hints will help you find cheap flights to Oak Brook — and leave you with more money in your pocket:

  • Consider other airports to save on your airfare. Enter your preferred departure and arrival airports in the form fields, then choose the ‘Nearby airports’ function below. It will list the available options.
  • If you’re flexible with your travel plans, click on the ‘Show flexible dates’ link. It’ll display the flight deals for the days around your chosen departure. Fares often vary depending on the day of the week.
  • Select ‘Show options’ to refine your search results. You can pick your preferred seating class and airline here. Under ‘Sort & Filter’ to the left, you can even specify whether you’d like to fly in the morning, afternoon or evening.
  • Book your airfare as soon as you’ve decided on your travel dates. While it does happen on occasion, tickets rarely get more affordable as your date of departure gets closer.
  • Save on your trip by bundling your flights, hotels and car rentals into a package deal. Your bank account will thank you.
  • Flying during busier seasons often means steep airfares. Try to plan your trip outside of popular dates, such as Easter, Thanksgiving and school breaks.

How long is a flight to Oak Brook?
The USA is big, so that depends on the destination you’re departing from. To make things simple, we’ve chosen three of the most well-known routes to Oak Brook and worked out their average flight times:

  • 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 Oak Brook?
Catch a bargain and secure your seats to Oak Brook in January. If you’ve missed this month, fear not. February and August often have low airfares available, too. Be careful not to sleep on a sale — cheap flights emerge and disappear in the blink of an eye!
What day of the week is the cheapest to book a flight to Oak Brook?
When it comes to cheap airfares to Oak Brook, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A fantastic flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Oak Brook?
Consider departing early in the week to score cheap flights to Oak Brook. Orbitz data from 2020 indicates Monday is normally the most inexpensive day to start your trip, followed by Tuesday. Saturday was found to have the highest ticket prices. This is possibly because many travelers choose to start their vacation after a long working week.
What is the cheapest month to fly to Oak Brook?
You can jet for less in August. This is generally the best month to get on a plane if you’re after cheap flights to Oak Brook, Orbitz data shows. The most expensive time to fly is June, so avoid this month if you can.
Which airlines allow free cancellation?
We understand that plans change and flexibility is important. That’s why you can search for flights that have free cancellation and no change fees on Orbitz. Simply click on “Filter by flexible change policies” and we’ll show you fares with more flexibility than a crayon left in the sun!
What do I need for the flight to Oak Brook?
Nothing beats jetting someplace new, but it’s wise to be prepared. This list of top tips will help get your journey started on the right foot:

  • Your travel documents are the most important things you’ll need to take with you on your flight. To avoid any dramas during check-in, make sure that the information displayed on your ticket matches your government-issued ID.
  • Make time fly by even faster on your short hop by packing the right things. Think yummy snacks, bottled water and entertainment. If you’d like your journey to Oak Brook to go nice and peacefully, put some headphones into your bag as well.
  • It can get very cool on the plane. If you don’t like the idea of shivering your way through the flight, layer up.

How many direct flights are there to Oak Brook?
You can catch one of 2,332 flights that travel directly to Oak Brook every month. United Airlines, American Airlines and Delta Air Lines are just a few of the carriers that will get you there comfortably in one go. Southwest Airlines, Spirit Airlines and Air Canada are some other carriers that fly to Oak Brook nonstop.
How do I get cheap first-class/business deals to Oak Brook?
If you think a business or first-class airfare is way out of your reach, you may want to think again. Here are some practical tips to help you land a premium flight to Oak Brook for a whole lot less:

  • Be flexible with your travel dates and wait for big sales on business or first-class airfares.
  • Search for a budget carrier that offers business-class seats. They often come with more legroom and a glass of bubbly — but without the high price.
  • Make the most of your airline’s frequent flyer program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

How to get into Oak Brook from the airport?
Head for downtown Oak Brook with an O’Hare Intl. Airport (ORD) car rental. There are two suppliers at O’Hare Intl. Airport (ORD) — Thrifty Car Rental and Dollar. After you’ve signed some papers and collected the keys to your ride, the city center is a journey of 10 miles to the south of ORD. You could also take a taxi into town and drive away in a vehicle from one of our Oak Brook car rentals. Whatever you decide, when you book with Orbitz, you can be sure you’ll always bag a fabulous deal!
What is the best time to go to Oak Brook?
You’ll have all the fun you can handle no matter what time of year you choose to go to Oak Brook, but May, June and July are the most popular months. Like to pack your itinerary with stacks of warm-weather activities? Book your getaway around June 20. This is when the summer season kicks off in the Northern Hemisphere. Expect the mercury to sit anywhere between 65 ºF and 80 ºF at this time.
Travel tips for Oak Brook

  • Kick off your sightseeing in the downtown area and take a self-guided walking tour of the city’s awesome attractions. Oakbrook Center Mall and Yorktown Shopping Center are a couple of visitor favorites.
  • You’ll discover fun day trip adventures a short drive from Oak Brook’s center. Take in Wrigley Field first and then McCormick Place.
  • Get your bum in the driver’s seat and discover what else makes Chicago a tourism hot spot. Arrange a car rental with Orbitz and enjoy the delights of two more must-do cities — Gurnee and Waukegan.

Nearby

Flights To

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.