Cheap flights To Oak Brook (CHI) from $60

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Cheap Flights to Oak Brook from $60 One Way, $116 Round Trip

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

Wed, Sep 9 - Wed, Sep 16
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$116 Roundtrip, found 6 days ago
$116
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Sep 9 from George Bush Intercontinental to O'Hare Intl., returning Wed, Sep 16, priced at $116 found 6 days ago
Tue, Jul 28 - Wed, Aug 12
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jul 28 from George Bush Intercontinental to O'Hare Intl., returning Wed, Aug 12, priced at $117 found 3 days ago
Tue, Nov 17 - Wed, Nov 18
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$120 Roundtrip, found 4 hours ago
$120
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from George Bush Intercontinental to O'Hare Intl., returning Wed, Nov 18, priced at $120 found 4 hours ago
Tue, Aug 18 - Wed, Sep 9
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$121 Roundtrip, found 4 days ago
$121
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 18 from George Bush Intercontinental to O'Hare Intl., returning Wed, Sep 9, priced at $121 found 4 days ago
Wed, Aug 26 - Sat, Aug 29
MSP
Minneapolis - St. Paul Intl.
RFD
Greater Rockford
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 26 from Minneapolis - St. Paul Intl. to Greater Rockford, returning Sat, Aug 29, priced at $138 found 3 days ago
Tue, Nov 24 - Mon, Nov 30
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 4 hours ago
$147
Roundtrip
found 4 hours ago
Select Sun Country Airlines flight, departing Tue, Nov 24 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, Nov 30, priced at $147 found 4 hours ago
Tue, Sep 15 - Wed, Sep 23
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$152 Roundtrip, found 3 days ago
$152
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 15 from Minneapolis - St. Paul Intl. to Midway Intl., returning Wed, Sep 23, priced at $152 found 3 days ago
Thu, Sep 3 - Sat, Sep 5
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$164 Roundtrip, found 4 days ago
$164
Roundtrip
found 4 days ago
Select United flight, departing Thu, Sep 3 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Sep 5, priced at $164 found 4 days ago
Sat, Aug 22 - Mon, Aug 24
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Aug 22 from Minneapolis - St. Paul Intl. to Midway Intl., returning Mon, Aug 24, priced at $168 found 3 days ago
Tue, Sep 8 - Wed, Sep 9
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$170 Roundtrip, found 3 days ago
$170
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 8 from Newark Liberty Intl. Airport to Greater Rockford, returning Wed, Sep 9, priced at $170 found 3 days ago

Oak Brook Flight Information

Traveling To
Oak Brook
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Southwest Airlines, Frontier Airlines, American Airlines, Sun Country Airlines, Delta, United
Flight Price
$116
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.
The Emily Hotel
4.0-star property

The Emily Hotel

Aug 5 - Aug 8

3 night stay

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

United • Roundtrip • Coach
Save 100% on your flight
Price was $899, price is now $606 per person
$606
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Aug 16 - Aug 20

4 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,144, price is now $771 per person
$771
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Aug 17 - Aug 21

4 night stay

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

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,295, price is now $878 per person
$878
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.
Hilton Garden Inn Chicago Downtown South Loop
3.0-star property

Hilton Garden Inn Chicago Downtown South Loop

8.8/10 Excellent! (2,052 reviews)

Aug 8 - Aug 11

3 night stay

Philadelphia (PHL) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $954, price is now $812 per person
$812
per person
found 5 hours ago
My three kids and me enjoyed staying at Hilton Garden Inn for the Holiday weekend.

Reviewed on Jul 5, 2026

Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

9.2/10 Wonderful! (512 reviews)

Aug 8 - Aug 11

3 night stay

Philadelphia (PHL) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,385, price is now $1,172 per person
$1,172
per person
found 5 hours ago
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back. The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.

Reviewed on Jul 2, 2026

voco Chicago Downtown - Riverwalk by IHG
3.5-star property

voco Chicago Downtown - Riverwalk by IHG

8.8/10 Excellent! (3,802 reviews)

Aug 8 - Aug 11

3 night stay

Philadelphia (PHL) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,125, price is now $959 per person
$959
per person
found 5 hours ago
Clean room

Reviewed on Jul 5, 2026

Don't see what you're looking for?
See all available trips from Philadelphia to Oak Brook
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Oak Brook

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Oak Brook. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

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First-Timers

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Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Oak Brook and Oak Brook flights. Get more bang for your travel buck at Orbitz.

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 $116 this past week to Oak Brook, and reached a high of $170. Several lucky travelers departing Minneapolis (MSP) managed to secure one-way fares from just $60.
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.