Cheap flights To Oak Brook (CHI) from $25

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Cheap Flights to Oak Brook from $25 One Way, $49 Round Trip

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

Wed, Nov 5 - Wed, Nov 5
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$49 Roundtrip, just found
$49
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Nov 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Nov 5, priced at $49 just found
Wed, Nov 5 - Wed, Nov 5
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Nov 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Nov 5, priced at $63 just found
Thu, Jan 8 - Sun, Jan 11
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$64 Roundtrip, just found
$64
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 8 from Dallas-Fort Worth Intl. to Midway Intl., returning Sun, Jan 11, priced at $64 just found
Thu, Jan 15 - Sun, Jan 18
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$64 Roundtrip, just found
$64
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 15 from Newark Liberty Intl. Airport to Midway Intl., returning Sun, Jan 18, priced at $64 just found
Mon, Dec 8 - Mon, Dec 15
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$65 Roundtrip, found 4 hours ago
$65
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, Dec 15, priced at $65 found 4 hours ago
Fri, Oct 31 - Thu, Nov 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$69 Roundtrip, found 4 days ago
$69
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Oct 31 from Los Angeles Intl. to O'Hare Intl., returning Thu, Nov 13, priced at $69 found 4 days ago
Wed, Dec 24 - Wed, Dec 24
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$79 Roundtrip, found 1 day ago
$79
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Dec 24 from Minneapolis - St. Paul Intl. to Midway Intl., returning Wed, Dec 24, priced at $79 found 1 day ago
Sat, Nov 8 - Sat, Nov 15
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Nov 8 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, Nov 15, priced at $87 just found
Mon, Dec 29 - Wed, Dec 31
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$87 Roundtrip, found 6 hours ago
$87
Roundtrip
found 6 hours ago
Select Sun Country Airlines flight, departing Mon, Dec 29 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Dec 31, priced at $87 found 6 hours ago
Wed, Dec 24 - Wed, Dec 24
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select United flight, departing Wed, Dec 24 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Dec 24, priced at $91 found 1 day 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, Sun Country Airlines, United, American Airlines
Flight Price
$49
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

Book Your Flight & Hotel Together & Save

Oak Brook economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Prospect Heights by IHG
3.0-star property

Holiday Inn Express & Suites Prospect Heights by IHG

Dec 4 - Dec 7

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $261, price is now $166 per person
$166
per person
found 1 day ago
Hampton Inn & Suites Chicago Medical District UIC
2.5-star property

Hampton Inn & Suites Chicago Medical District UIC

Nov 25 - Dec 2

7 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $673, price is now $369 per person
$369
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Dec 4 - Dec 7

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $605, price is now $362 per person
$362
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 Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,602 reviews)

Dec 13 - Dec 16

3 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $685, price is now $490 per person
$490
per person
found 17 hours ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,761 reviews)

Dec 13 - Dec 16

3 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,261, price is now $911 per person
$911
per person
found 17 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

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,248 reviews)

Dec 13 - Dec 16

3 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Roundtrip • PremiumEconomy
Price was $739, price is now $562 per person
$562
per person
found 17 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

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Oak Brook first class flight packages

Price found within the past 48 hours. Click for updated prices.
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! (2,188 reviews)

Nov 26 - Nov 29

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $1,131, price is now $954 per person
$954
per person
just found
Had a great stay here. The Sable was a perfect location for my Chicago Marathon needs. My room was fantastic!

Reviewed on Oct 18, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,761 reviews)

Nov 26 - Nov 29

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $1,890, price is now $1,483 per person
$1,483
per person
just found
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!

Reviewed on Oct 13, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,602 reviews)

Nov 26 - Nov 29

3 night stay

New York (JFK) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $1,202, price is now $983 per person
$983
per person
just found
One day didn’t receive room service

Reviewed on Sep 2, 2025

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Oak Brook

Reach your destination without breaking your budget by booking your flights to Oak Brook using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Oak Brook Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Oak Brook flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Oak Brook. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Oak Brook, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Oak Brook flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $49 this past week to Oak Brook, and reached a high of $91. Several lucky travelers departing Dallas (DFW) managed to secure one-way fares from just $25.
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.