Cheap flights To Oak Brook (CHI) from $50

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Cheap Flights to Oak Brook from $50 One Way, $93 Round Trip

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

Sat, Jul 19 - Tue, Jul 29
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$93 Roundtrip, found 5 days ago
$93
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Jul 19 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jul 29, priced at $93 found 5 days ago
Sat, Jul 19 - Tue, Jul 29
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$105 Roundtrip, found 5 days ago
$105
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Jul 19 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jul 29, priced at $105 found 5 days ago
Sat, Sep 20 - Wed, Sep 24
LGA
LaGuardia
ORD
O'Hare Intl.
$106 Roundtrip, just found
$106
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 20 from LaGuardia to O'Hare Intl., returning Wed, Sep 24, priced at $106 just found
Fri, Jul 25 - Tue, Jul 29
LGA
LaGuardia
ORD
O'Hare Intl.
$115 Roundtrip, just found
$115
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jul 25 from LaGuardia to O'Hare Intl., returning Tue, Jul 29, priced at $115 just found
Wed, Sep 10 - Sun, Sep 14
LGA
LaGuardia
ORD
O'Hare Intl.
$116 Roundtrip, found 7 hours ago
$116
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Wed, Sep 10 from LaGuardia to O'Hare Intl., returning Sun, Sep 14, priced at $116 found 7 hours ago
Sat, Aug 30 - Sat, Sep 6
LGA
LaGuardia
ORD
O'Hare Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 30 from LaGuardia to O'Hare Intl., returning Sat, Sep 6, priced at $118 just found
Fri, Jul 18 - Tue, Jul 29
LGA
LaGuardia
ORD
O'Hare Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Fri, Jul 18 from LaGuardia to O'Hare Intl., returning Tue, Jul 29, priced at $119 found 1 day ago
Mon, Sep 8 - Wed, Sep 10
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Sep 8 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 10, priced at $120 found 1 day ago
Sat, Nov 15 - Sun, Nov 16
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$132 Roundtrip, just found
$132
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Nov 15 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sun, Nov 16, priced at $132 just found
Sat, Aug 30 - Wed, Sep 3
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Aug 30 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Sep 3, priced at $137 found 2 days ago

Oak Brook ORD Flight Information

Traveling To
Oak Brook
Destination Airport IATA Code
CHI
Number of Airlines Serving
15
Airlines
Spirit Airlines, JetBlue Airways
Flight Price
$93
Earliest Departing Flight
AA 4487 6:03AM EDT
Latest Departing Flight
IB 4852 Jul 12 9:15PM EDT

Flights Review

Mar 10, 2018

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

A verified traveler
Denver to Chicago · United

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Oak Brook economy flight packages

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

Arlo Chicago

Aug 29 - Sep 3

5 night stay

Austin (AUS) to Chicago (ORD)

United • Coach

Chicago (ORD) to Austin (AUS)

Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Lodge Geneva National
4.0-star property

Lodge Geneva National

Aug 22 - Aug 28

6 night stay

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

United • Coach

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

Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

Aug 22 - Aug 25

3 night stay

Austin (AUS) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
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.
Embassy Suites by Hilton Chicago Downtown River North
4.0-star property

Embassy Suites by Hilton Chicago Downtown River North

8.4/10 Very Good! (4,263 reviews)

Aug 4 - Aug 8

4 night stay

New York (NYC) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
per person
found 10 hours ago
It was a great location and staff was super friendly!

Reviewed on Jun 28, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,623 reviews)

Aug 4 - Aug 8

4 night stay

New York (NYC) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 10 hours ago
This is the nicest hotel that I have ever stayed at. Everything was perfect!

Reviewed on Jun 16, 2025

Arlo Chicago
4.0-star property

Arlo Chicago

9.2/10 Wonderful! (1,769 reviews)

Aug 4 - Aug 8

4 night stay

New York (NYC) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
per person
found 10 hours ago
Fantastic stay, amazing location.

Reviewed on Jun 25, 2025

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Oak Brook first class flight packages

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
4.0-star property

Palmer House a Hilton Hotel

8.4/10 Very Good! (1,755 reviews)

Aug 14 - Aug 17

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Non-stop roundtrip • FirstClass
per person
found 3 hours ago
Old school, nice and clean

Reviewed on Jun 21, 2025

Hilton Chicago/Magnificent Mile Suites
3.5-star property

Hilton Chicago/Magnificent Mile Suites

8.8/10 Excellent! (2,332 reviews)

Aug 14 - Aug 17

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Non-stop roundtrip • FirstClass
per person
found 3 hours ago
Hard to located without sign took us 30 minutes to find hotel

Reviewed on Jun 29, 2025

Embassy Suites by Hilton Chicago Downtown River North
4.0-star property

Embassy Suites by Hilton Chicago Downtown River North

8.4/10 Very Good! (4,263 reviews)

Aug 14 - Aug 17

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Non-stop roundtrip • FirstClass
per person
found 3 hours ago
It was a great location and staff was super friendly!

Reviewed on Jun 28, 2025

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See all available trips from New York to Oak Brook
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Oak Brook

End your search for discount fares on flights to Oak Brook. Orbitz has all the best prices on Oak Brook flights. With Orbitz, you can expect:

Cheap Deals on Flights to Oak Brook

We offer big discounts and last-minute savings on Oak Brook flights. We make it easy for you to research, plan, and book your flight to Oak Brook — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

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Get alerts, updates, or book your Oak Brook flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Oak Brook flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Oak Brook flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Oak Brook flights to the actual booking. If you want to cancel your flight to Oak Brook, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Oak Brook with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

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 $93 this past week to Oak Brook, and reached a high of $137. Several lucky travelers departing Los Angeles (LAX) managed to secure one-way fares from just $50.
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.