Cheap flights To Oak Brook (CHI) from $41

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Cheap Flights to Oak Brook from $41 One Way, $88 Round Trip

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

Sat, Sep 5 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, Sep 6, priced at $88 just found
Sat, Sep 5 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$104 Roundtrip, found 1 hour ago
$104
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Sep 9, priced at $104 found 1 hour ago
Sat, Sep 5 - Fri, Sep 11
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$109 Roundtrip, found 1 hour ago
$109
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Sep 11, priced at $109 found 1 hour ago
Thu, Oct 22 - Fri, Oct 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 22 from Los Angeles Intl. to O'Hare Intl., returning Fri, Oct 23, priced at $138 found 1 day ago
Sun, Sep 6 - Sat, Sep 12
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$165 Roundtrip, found 14 hours ago
$165
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Sep 6 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Sep 12, priced at $165 found 14 hours ago
Sun, Sep 6 - Sat, Sep 12
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$186 Roundtrip, just found
$186
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Sep 6 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Sep 12, priced at $186 just found
Mon, Sep 28 - Wed, Sep 30
LAX
Los Angeles Intl.
RFD
Greater Rockford
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 28 from Los Angeles Intl. to Greater Rockford, returning Wed, Sep 30, priced at $217 found 1 day ago
Wed, Oct 28 - Mon, Nov 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, just found
$217
Roundtrip
just found
Select United flight, departing Wed, Oct 28 from Los Angeles Intl. to O'Hare Intl., returning Mon, Nov 2, priced at $217 just found
Fri, Oct 2 - Tue, Oct 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, just found
$217
Roundtrip
just found
Select Delta flight, departing Fri, Oct 2 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 6, priced at $217 just found
Fri, Oct 30 - Mon, Nov 2
LAX
Los Angeles Intl.
MDW
Midway Intl.
$220 Roundtrip, found 11 hours ago
$220
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Los Angeles Intl. to Midway Intl., returning Mon, Nov 2, priced at $220 found 11 hours ago

Oak Brook Flight Information

Traveling To
Oak Brook
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Southwest Airlines, United, Delta
Flight Price
$88
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.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Oct 1 - Oct 4

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,266, price is now $841 per person
$841
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Oct 5 - Oct 9

4 night stay

Atlanta (ATL) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $2,095, price is now $1,341 per person
$1,341
per person
found 1 day ago
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Oct 1 - Oct 4

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,284, price is now $890 per person
$890
per person
found 1 day ago
Don't see what you're looking for?
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Oak Brook premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
4.0-star property

Hotel Saint Clair- Magnificent Mile

8.4/10 Very Good! (2,146 reviews)

Oct 15 - Oct 19

4 night stay

Fort Lauderdale (FLL) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,367, price is now $973 per person
$973
per person
found 5 hours ago
Staff was extremely helpful and nice!

Reviewed on Aug 31, 2026

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,577 reviews)

Oct 15 - Oct 19

4 night stay

Fort Lauderdale (FLL) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,797, price is now $1,211 per person
$1,211
per person
found 5 hours ago
The staff was very friendly and the room was always clean and organized. I was a bit nervous what to expect as a solo traveler and it being my first time staying in Chicago but this was the perfect hotel for the trip. It always felt safe on property and very close to all the main things I wanted to see.

Reviewed on Aug 31, 2026

Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (556 reviews)

Oct 9 - Oct 13

4 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,215, price is now $1,560 per person
$1,560
per person
found 1 day ago

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Oak Brook business class flight packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Schaumburg, IL
3.0-star property

Country Inn & Suites by Radisson, Schaumburg, IL

8.8/10 Excellent! (1,369 reviews)

Oct 9 - Oct 13

4 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,050, price is now $971 per person
$971
per person
found 1 day ago
The staff are amazing here! They truly take the time to get to know you and make sure your completely satisfied during your stay. The maids do a great a job and the rooms have everything you need. And the "perks" are great here. Stayed here several times and will be back in the future.

Reviewed on Aug 31, 2026

Freehand Chicago
4.0-star property

Freehand Chicago

7.8/10 Good! (3,328 reviews)

Oct 9 - Oct 13

4 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $2,587, price is now $2,041 per person
$2,041
per person
found 1 day ago

The Chicago Hotel Collection Ambassador Gold Coast
4.0-star property

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Very Good! (2,093 reviews)

Oct 9 - Oct 13

4 night stay

San Juan (SJU) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $4,062, price is now $3,455 per person
$3,455
per person
found 1 day ago

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Oak Brook first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Inn on Sheridan
3.5-star property

The Inn on Sheridan

9/10 Wonderful! (1,024 reviews)

Oct 5 - Oct 7

2 night stay

Atlanta (ATL) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $782, price is now $758 per person
$758
per person
found 3 hours ago

Illinois Beach Hotel
2.0-star property

Illinois Beach Hotel

8/10 Very Good! (622 reviews)

Oct 5 - Oct 7

2 night stay

Atlanta (ATL) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $797, price is now $765 per person
$765
per person
found 3 hours ago
I was concerned that the hotel would be very dated due to the age of the structure, but we were pleasantly surprised with the updated room and bathroom. Awesome location with our second floor balcony room. Beautiful park location for those that want lots of nature options. Not very much options nearby for restaurants/ dining.

Reviewed on Aug 31, 2026

Hampton Inn & Suites Chicago Waukegan
2.5-star property

Hampton Inn & Suites Chicago Waukegan

8.8/10 Excellent! (1,010 reviews)

Oct 5 - Oct 7

2 night stay

Atlanta (ATL) to Chicago (ORD)

American Airlines • Non-stop roundtrip • FirstClass
Price was $794, price is now $771 per person
$771
per person
found 3 hours ago
Please note that you will be charged a daily parking fee whether you have a vehicle or not. The daily charges include a $3.87 Parking Recapture Fee plus $0.33 in sales tax, for a total of $4.20 per day. Additionally, the overall total was also taxed. I was surprised to see mandatory parking-related charges even when no vehicle is being parked, along with the additional taxes applied to the bill.

Reviewed on Aug 30, 2026

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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.

Bargain Tickets for Oak Brook Flights

Orbitz offers deeply discounted flights to Oak Brook, and we provide the resources to research your travel destination and plan your complete itinerary.

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Convenient Travel Planning Services

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 $88 this past week to Oak Brook, and reached a high of $220. Several lucky travelers departing Atlanta (ATL) managed to secure one-way fares from just $41.
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.