Cheap flights To Oak Brook (CHI) from $56

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Cheap Flights to Oak Brook from $56 One Way, $111 Round Trip

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

Sat, Oct 10 - Wed, Oct 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$111 Roundtrip, found 14 hours ago
$111
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Oct 10 from Los Angeles Intl. to O'Hare Intl., returning Wed, Oct 14, priced at $111 found 14 hours ago
Thu, Nov 19 - Sat, Nov 21
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Thu, Nov 19 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Nov 21, priced at $117 found 4 hours ago
Wed, Oct 28 - Sat, Oct 31
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Oct 28 from Minneapolis - St. Paul Intl. to Midway Intl., returning Sat, Oct 31, priced at $117 found 4 hours ago
Tue, Oct 27 - Wed, Oct 28
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 6 hours ago
$117
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Oct 27 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Oct 28, priced at $117 found 6 hours ago
Wed, Oct 28 - Sat, Oct 31
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Wed, Oct 28 from Minneapolis - St. Paul Intl. to Midway Intl., returning Sat, Oct 31, priced at $117 found 4 hours ago
Tue, Oct 27 - Wed, Oct 28
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 6 hours ago
$117
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Oct 27 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Oct 28, priced at $117 found 6 hours ago
Thu, Nov 5 - Thu, Nov 12
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$133 Roundtrip, found 4 days ago
$133
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Sky Harbor Intl. to O'Hare Intl., returning Thu, Nov 12, priced at $133 found 4 days ago
Fri, Jan 8 - Mon, Jan 11
AZA
Phoenix - Mesa Gateway
RFD
Greater Rockford
$134 Roundtrip, found 3 days ago
$134
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Fri, Jan 8 from Phoenix - Mesa Gateway to Greater Rockford, returning Mon, Jan 11, priced at $134 found 3 days ago
Sun, Sep 6 - Fri, Sep 11
MSP
Minneapolis - St. Paul Intl.
RFD
Greater Rockford
$140 Roundtrip, found 4 days ago
$140
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Sep 6 from Minneapolis - St. Paul Intl. to Greater Rockford, returning Fri, Sep 11, priced at $140 found 4 days ago
Thu, Oct 29 - Sun, Nov 1
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$147 Roundtrip, found 1 hour ago
$147
Roundtrip
found 1 hour ago
Select Sun Country Airlines flight, departing Thu, Oct 29 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Nov 1, priced at $147 found 1 hour 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, Allegiant Air, Sun Country Airlines
Flight Price
$111
Earliest Departing Flight
Latest Departing Flight

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Oak Brook economy flight packages

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Downtown Chicago
2.0-star property

Travelodge by Wyndham Downtown Chicago

Oct 4 - Oct 7

3 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • Coach
Price was $686, price is now $445 per person
$445
per person
found 1 day ago
Hotel Saint Clair- Magnificent Mile
4.0-star property

Hotel Saint Clair- Magnificent Mile

Oct 4 - Oct 7

3 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $830, price is now $560 per person
$560
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Oct 4 - Oct 7

3 night stay

Boston (BOS) to Chicago (ORD)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,114, price is now $753 per person
$753
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.
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
4.0-star property

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

7.8/10 Good! (1,008 reviews)

Sep 24 - Sep 27

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $925, price is now $806 per person
$806
per person
found 21 hours ago
While trying to cancel or move the dates of my stay because I had to fly to Colombia to provide medical relieve after the earthquake, the hotel was not willing to move my stay, cancel my stay, give me credit to use in the future, or even partially refund my stay. Expedia was very explicit “reportedly” to the hotel. This is an extreme lack of empathy and terrible businesses.

Reviewed on Aug 17, 2026

Hilton Rosemont Chicago O'Hare
3.5-star property

Hilton Rosemont Chicago O'Hare

8.4/10 Very Good! (1,002 reviews)

Oct 8 - Oct 11

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,053, price is now $932 per person
$932
per person
found 10 hours ago
Todo super

Reviewed on Aug 16, 2026

Hilton Orrington / Evanston
4.0-star property

Hilton Orrington / Evanston

8.6/10 Excellent! (99 reviews)

Sep 24 - Sep 27

3 night stay

New York (NYC) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $934, price is now $834 per person
$834
per person
found 21 hours ago

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Oak Brook

Struggling to find international and domestic flights that suit your budget. Consider one of the cheaper options available when you book your flight with Orbitz, where you get guaranteed low prices

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Discounted tickets available for flights to Oak Brook

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Oak Brook flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

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Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Oak Brook. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Oak Brook flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

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 $111 this past week to Oak Brook, and reached a high of $147. Several lucky travelers departing Los Angeles (LAX) managed to secure one-way fares from just $56.
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.