Cheap flights To Oak Brook (CHI) from $32

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Cheap Flights to Oak Brook from $32 One Way, $69 Round Trip

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

Tue, Sep 16 - Wed, Sep 17
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$69 Roundtrip, found 2 hours ago
$69
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Sep 16 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Wed, Sep 17, priced at $69 found 2 hours ago
Sat, Oct 11 - Sat, Oct 18
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 13 hours ago
$90
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Oct 11 from Philadelphia Intl. to O'Hare Intl., returning Sat, Oct 18, priced at $90 found 13 hours ago
Thu, Oct 23 - Sun, Oct 26
PHL
Philadelphia Intl.
MDW
Midway Intl.
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Philadelphia Intl. to Midway Intl., returning Sun, Oct 26, priced at $94 found 1 day ago
Tue, Nov 18 - Sat, Nov 22
BOS
Logan Intl.
ORD
O'Hare Intl.
$105 Roundtrip, found 6 days ago
$105
Roundtrip
found 6 days ago
Select United flight, departing Tue, Nov 18 from Logan Intl. to O'Hare Intl., returning Sat, Nov 22, priced at $105 found 6 days ago
Thu, Oct 23 - Mon, Oct 27
BOS
Logan Intl.
MDW
Midway Intl.
$107 Roundtrip, found 10 hours ago
$107
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Thu, Oct 23 from Logan Intl. to Midway Intl., returning Mon, Oct 27, priced at $107 found 10 hours ago
Thu, Oct 23 - Mon, Oct 27
BOS
Logan Intl.
ORD
O'Hare Intl.
$107 Roundtrip, found 10 hours ago
$107
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Oct 23 from Logan Intl. to O'Hare Intl., returning Mon, Oct 27, priced at $107 found 10 hours ago
Thu, Oct 23 - Mon, Oct 27
BOS
Logan Intl.
ORD
O'Hare Intl.
$107 Roundtrip, found 10 hours ago
$107
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Thu, Oct 23 from Logan Intl. to O'Hare Intl., returning Mon, Oct 27, priced at $107 found 10 hours ago
Wed, Sep 3 - Fri, Sep 5
BOS
Logan Intl.
ORD
O'Hare Intl.
$109 Roundtrip, found 2 hours ago
$109
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Logan Intl. to O'Hare Intl., returning Fri, Sep 5, priced at $109 found 2 hours ago
Tue, Sep 16 - Wed, Sep 17
BOS
Logan Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 2 hours ago
$120
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Sep 16 from Logan Intl. to O'Hare Intl., returning Wed, Sep 17, priced at $120 found 2 hours ago
Thu, Oct 23 - Mon, Oct 27
BOS
Logan Intl.
RFD
Greater Rockford
$139 Roundtrip, found 10 hours ago
$139
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Thu, Oct 23 from Logan Intl. to Greater Rockford, returning Mon, Oct 27, priced at $139 found 10 hours ago

Oak Brook Flight Information

Traveling To
Oak Brook
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Southwest Airlines, American Airlines, United, JetBlue Airways, Delta
Flight Price
$69
Earliest Departing Flight
Latest Departing Flight

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.
Illinois Beach Hotel
2.0-star property

Illinois Beach Hotel

Oct 1 - Oct 7

6 night stay

Los Angeles (LAX) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $553, price is now $370 per person
$370
per person
found 8 hours ago
La Banque Hotel
4.0-star property

La Banque Hotel

Oct 9 - Oct 13

4 night stay

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

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $860, price is now $574 per person
$574
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Sep 24 - Sep 27

3 night stay

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

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,333, price is now $898 per person
$898
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.
LakeWood Inn & Suites
2.0-star property

LakeWood Inn & Suites

6.6/10 (20 reviews)

Oct 18 - Oct 19

1 night stay

Los Angeles (LAX) to Chicago (ORD)

United • Non-stop roundtrip • PremiumEconomy
Price was $1,460, price is now $1,453 per person
$1,453
per person
found 1 day ago
Quality Inn
2.5-star property

Quality Inn

7.4/10 Good! (987 reviews)

Oct 18 - Oct 19

1 night stay

Los Angeles (LAX) to Chicago (ORD)

United • Non-stop roundtrip • PremiumEconomy
Price was $1,480, price is now $1,477 per person
$1,477
per person
found 1 day ago
Staff very nice clean and large room… there is nothing for miles around, very remote

Reviewed on Jan 22, 2024

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Oak Brook first class flight packages

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

citizenM Chicago Downtown

9.2/10 Wonderful! (3,522 reviews)

Oct 9 - Oct 12

3 night stay

New York (JFK) to Chicago (ORD)

American Airlines • Non-stop • FirstClass

Chicago (ORD) to New York (JFK)

Delta • Non-stop • FirstClass
Price was $1,757, price is now $1,470 per person
$1,470
per person
found 1 day ago
I didn’t like when i got there i didn’t get the room i booked online. I was told my room was moved because the one i booked wasn’t up to part & that i was being upgraded but i wasn’t upgraded. My room was very small & i didn’t get a city view like i booked. The room that i was put in faced another building no view of the city at all.

Reviewed on Aug 18, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,063 reviews)

Oct 9 - Oct 12

3 night stay

New York (JFK) to Chicago (ORD)

American Airlines • Non-stop • FirstClass

Chicago (ORD) to New York (JFK)

Delta • Non-stop • FirstClass
Price was $1,987, price is now $1,606 per person
$1,606
per person
found 1 day ago
Great all around experience!

Reviewed on Jul 25, 2025

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,159 reviews)

Oct 9 - Oct 12

3 night stay

New York (JFK) to Chicago (ORD)

American Airlines • Non-stop • FirstClass

Chicago (ORD) to New York (JFK)

Delta • Non-stop • FirstClass
Price was $1,805, price is now $1,492 per person
$1,492
per person
found 1 day 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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Oak Brook

When you plan to buy tickets for flights to Oak Brook, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.

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Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Oak Brook flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.

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If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Oak Brook flights.

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 Fort Lauderdale (FLL) managed to secure one-way fares from just $32.
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.

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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.