Cheap flights To Oak Brook (CHI) from $36

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Cheap Flights to Oak Brook from $36 One Way, $85 Round Trip

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

Mon, Aug 31 - Wed, Sep 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$85 Roundtrip, found 5 hours ago
$85
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Aug 31 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $85 found 5 hours ago
Mon, Sep 14 - Thu, Sep 17
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$102 Roundtrip, found 6 hours ago
$102
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Sep 14 from Dallas-Fort Worth Intl. to Midway Intl., returning Thu, Sep 17, priced at $102 found 6 hours ago
Tue, Sep 8 - Wed, Sep 9
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 8 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $157 found 3 days ago
Tue, Aug 11 - Mon, Aug 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$158 Roundtrip, found 4 days ago
$158
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Los Angeles Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $158 found 4 days ago
Wed, Sep 16 - Wed, Sep 16
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 16 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Sep 16, priced at $159 found 4 days ago
Wed, Jul 22 - Tue, Aug 4
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$162 Roundtrip, found 4 days ago
$162
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Jul 22 from John F. Kennedy Intl. to O'Hare Intl., returning Tue, Aug 4, priced at $162 found 4 days ago
Thu, Sep 10 - Fri, Sep 11
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Select United flight, departing Thu, Sep 10 from Newark Liberty Intl. Airport to O'Hare Intl., returning Fri, Sep 11, priced at $176 found 5 days ago
Sat, Aug 22 - Wed, Aug 26
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 22 from Newark Liberty Intl. Airport to Greater Rockford, returning Wed, Aug 26, priced at $186 found 1 day ago
Wed, Jul 8 - Wed, Jul 15
JFK
John F. Kennedy Intl.
RFD
Greater Rockford
$186 Roundtrip, found 4 hours ago
$186
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Jul 8 from John F. Kennedy Intl. to Greater Rockford, returning Wed, Jul 15, priced at $186 found 4 hours ago
Wed, Jul 8 - Wed, Jul 15
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$187 Roundtrip, found 4 hours ago
$187
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Jul 8 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Jul 15, priced at $187 found 4 hours ago

Oak Brook Flight Information

Traveling To
Oak Brook
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, United, Southwest Airlines, Delta, American Airlines, JetBlue Airways
Flight Price
$85
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Oak Brook economy flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Aug 3 - Aug 6

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,059, price is now $715 per person
$715
per person
found 1 day ago
The Emily Hotel
4.0-star property

The Emily Hotel

Jul 30 - Aug 2

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,418, price is now $936 per person
$936
per person
found 1 day ago
Level Chicago - River North
4.0-star property

Level Chicago - River North

Aug 4 - Aug 9

5 night stay

Houston (HOU) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Houston (HOU)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,758, price is now $1,168 per person
$1,168
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.
Dorothy's
2.0-star property

Dorothy's

8.6/10 Excellent! (137 reviews)

Jul 23 - Jul 26

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $895, price is now $676 per person
$676
per person
found 19 hours ago
Inexpensive place for Chicago.

Reviewed on Apr 28, 2026

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,325 reviews)

Jul 23 - Jul 26

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,402, price is now $981 per person
$981
per person
found 19 hours 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

The Whitehall Hotel, BW Premier Collection
3.5-star property

The Whitehall Hotel, BW Premier Collection

8.4/10 Very Good! (3,935 reviews)

Jul 23 - Jul 26

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $976, price is now $754 per person
$754
per person
found 19 hours ago
The two main complaints that I have is that there wasn’t a full length mirror anywhere and no complementary bottles of water in the room. Other than that, the beds were fantastic. The sheets were great. The pillows were awesome and the staff was terrific.

Reviewed on Jun 9, 2026

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Oak Brook first class 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

8.2/10 Very Good! (2,779 reviews)

Aug 5 - Aug 10

5 night stay

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

American Airlines • FirstClass

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

Frontier Airlines • FirstClass
Price was $1,240, price is now $869 per person
$869
per person
found 1 day ago
Best vibe. In the mix!

Reviewed on May 2, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (1,888 reviews)

Aug 5 - Aug 10

5 night stay

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

American Airlines • FirstClass

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

Frontier Airlines • FirstClass
Save 100% on your flight
Price was $2,445, price is now $1,788 per person
$1,788
per person
found 1 day ago
The location was great. The only thing at night there were a line of cars outside that were doing donuts in the street, squalling tires and dancing. The police never did come. Staff was very friendly.

Reviewed on Jun 8, 2026

The Wade
4.5-star property

The Wade

8.4/10 Very Good! (1,852 reviews)

Aug 5 - Aug 10

5 night stay

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

American Airlines • FirstClass

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

Frontier Airlines • FirstClass
Price was $1,528, price is now $1,163 per person
$1,163
per person
found 1 day ago
clean, convenient parking staff, nice responsive

Reviewed on May 17, 2026

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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 $85 this past week to Oak Brook, and reached a high of $187. Several lucky travelers departing Dallas (DFW) managed to secure one-way fares from just $36.
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.

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.