Cheap flights To Oak Lawn (CHI) from $46

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Oak Lawn from $46 One Way, $85 Round Trip

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

Thu, Oct 29 - Sat, Oct 31
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$85 Roundtrip, found 23 hours ago
$85
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Oct 29 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Oct 31, priced at $85 found 23 hours ago
Wed, Sep 9 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $88 found 2 hours ago
Sat, Oct 10 - Wed, Oct 14
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 1 hour ago
$90
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Oct 10 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Oct 14, priced at $90 found 1 hour ago
Tue, Oct 13 - Sat, Oct 17
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$105 Roundtrip, found 12 hours ago
$105
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Oct 13 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Oct 17, priced at $105 found 12 hours ago
Fri, Oct 16 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 18 hours ago
$130
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Fri, Oct 16 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 20, priced at $130 found 18 hours ago
Mon, Sep 28 - Wed, Sep 30
LAX
Los Angeles Intl.
RFD
Greater Rockford
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Sep 28 from Los Angeles Intl. to Greater Rockford, returning Wed, Sep 30, priced at $217 found 4 days ago
Wed, Oct 21 - Tue, Oct 27
LAX
Los Angeles Intl.
MDW
Midway Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Wed, Oct 21 from Los Angeles Intl. to Midway Intl., returning Tue, Oct 27, priced at $217 found 1 hour ago
Mon, Oct 5 - Tue, Oct 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select United flight, departing Mon, Oct 5 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 6, priced at $217 found 1 hour ago
Wed, Oct 21 - Tue, Oct 27
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Oct 21 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 27, priced at $217 found 1 hour ago
Tue, Sep 29 - Wed, Sep 30
LGA
LaGuardia
MDW
Midway Intl.
$222 Roundtrip, found 4 hours ago
$222
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Sep 29 from LaGuardia to Midway Intl., returning Wed, Sep 30, priced at $222 found 4 hours ago

Oak Lawn Flight Information

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

Book Your Flight & Hotel Together & Save

Oak Lawn 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 14 - Oct 17

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $1,254, price is now $653 per person
$653
per person
found 1 day ago
Four Seasons Hotel Chicago
5.0-star property

Four Seasons Hotel Chicago

Oct 14 - Oct 17

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,887, price is now $1,083 per person
$1,083
per person
found 21 hours ago
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Oct 14 - Oct 17

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,136, price is now $670 per person
$670
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Denver to Oak Lawn
View all trips

Oak Lawn business 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! (2,685 reviews)

Oct 8 - Oct 11

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $1,774, price is now $1,351 per person
$1,351
per person
found 1 day ago
n/a

Reviewed on Sep 3, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,106 reviews)

Oct 8 - Oct 11

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Save 100% on your flight
Price was $2,394, price is now $1,560 per person
$1,560
per person
found 1 day ago
Everything was clean, staff was friendly, and breakfast was yummy :)

Reviewed on Sep 3, 2026

LIVN - Millennium Park Downtown Chicago
4.0-star property

LIVN - Millennium Park Downtown Chicago

8.8/10 Excellent! (148 reviews)

Oct 8 - Oct 11

3 night stay

Denver (DEN) to Chicago (ORD)

Frontier Airlines • Roundtrip • BusinessClass
Price was $2,167, price is now $1,694 per person
$1,694
per person
found 1 day ago
X

Reviewed on Sep 1, 2026

Don't see what you're looking for?
See all available trips from Denver to Oak Lawn
View all trips

Oak Lawn first class flight packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Chicago O'Hare Airport Rosemont
3.0-star property

Sonesta Chicago O'Hare Airport Rosemont

8.8/10 Excellent! (1,649 reviews)

Oct 15 - Oct 18

3 night stay

Fort Myers (RSW) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Fort Myers (RSW)

American Airlines • Non-stop • FirstClass
Price was $1,179, price is now $1,087 per person
$1,087
per person
found 24 hours ago

Chez Hotel Arlington Heights
4.0-star property

Chez Hotel Arlington Heights

9/10 Wonderful! (794 reviews)

Oct 15 - Oct 18

3 night stay

Fort Myers (RSW) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Fort Myers (RSW)

American Airlines • Non-stop • FirstClass
Price was $1,308, price is now $1,208 per person
$1,208
per person
found 24 hours ago
Nos encanto este hotel por ser muy limpio, la ropa de cama suave, el baño amplio, y su personal muy amable. Fuimos la primera vez una noche y cuando regresamos nos hospedamos nuevamente aqui.

Reviewed on Sep 2, 2026

Eaglewood Resort and Spa
4.0-star property

Eaglewood Resort and Spa

8.8/10 Excellent! (1,308 reviews)

Oct 15 - Oct 18

3 night stay

Fort Myers (RSW) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Fort Myers (RSW)

American Airlines • Non-stop • FirstClass
Price was $1,186, price is now $1,100 per person
$1,100
per person
found 24 hours ago

Don't see what you're looking for?
See all available trips from Fort Myers to Oak Lawn
View all trips

Oak Lawn

Orbitz makes it easy for you to find cheap prices for flights to Oak Lawn. When you search for your tickets on Orbitz, you don’t have to look any further for the best Oak Lawn flights available ever again.

Orbitz Offers Exceptional Customer Service

Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Oak Lawn flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Oak Lawn again.

Earn with Your Frequent Flyer Program and Orbitz

If you’re a member of a frequent flyer or airline loyalty program, you can keep earning points or miles while making your travel reservations for flights to Oak Lawn with Orbitz! Just enter your account number during the ticket booking process and your points will be added to your account every time you book with Orbitz.

Low Prices for Oak Lawn Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Oak Lawn. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

Make Travel Plans at Your Convenience

If you’re always on-the-go, you’ll appreciate the free Orbitz apps for iPhones, Android devices, and iPads, that make it simple for you to check on your flight plans while you’re out and about. Orbitz will even send you a free text, email, or voice alert to inform you of any delay in your flight.

Frequently asked questions

Which airlines fly to Oak Lawn?
With 20 airlines to pick from, finding the ideal flight that fits your budget and plans will be easy. O'Hare Intl. Airport (ORD) is a major entrance point to Oak Lawn and where you'll likely be flying into. These well-known international carriers are ready to take you there:

  • United Airlines - 612 flights to Oak Lawn per month
  • American Airlines - 339 flights to Oak Lawn per month
  • Air Canada - 190 flights to Oak Lawn per month

What is the best airport to fly to in Oak Lawn?
Midway Intl. Airport (MDW), around 5 miles north of downtown Oak Lawn, is one choice. O'Hare Intl. Airport (ORD) is another port of entry to this exciting city. Compare the airfares to both airports, as well as which terminal may be more convenient for you.
How much is a flight to Oak Lawn?
Plenty of great deals were there for the taking this week, with return flights to Oak Lawn fluctuating from $85 to $222. But it was passengers beginning their trip from Atlanta (ATL) who nabbed the biggest bargains. One-way flights to Oak Lawn fell to just $46.
How to book the cheapest flight to Oak Lawn?
With some of the most incredible flight deals around, a bargain is always waiting for you with Orbitz. The following tips and hints will help you land cheap flights to Oak Lawn — and leave you with more cash to splash:

  • Depending on your departure city, select the 'Nearby airports' function (located under the departure and arrival options). On occasion, alternative departure points offer better value for money.
  • If you're flexible with your plans, click on the 'Show flexible dates' option. You'll see the flight deals for the days either side of your selected departure. Airfares often vary depending on what day it is.
  • Select 'Show options' to filter 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.
  • Reserve your seat as soon as you've decided on your travel dates. While you can get lucky once in a while, airline tickets rarely drop in price as your departure date nears.
  • Think about bundling your hotels, flights and car rental with Orbitz to make your dollar go further.
  • If you can, avoid traveling during the busy season. Airfares significantly increase during summer, school breaks and around other vacation times like Easter, Thanksgiving and Christmas.

How long is a flight to Oak Lawn?
You might have time to read one or more chapters of your favorite novel, or you might get through the whole thing! How long a flight is depends on where you're taking off from, but these well-known routes to Oak Lawn will give you some idea:

  • 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 Lawn?
Book in January, February or August for the lowest airfares to Oak Lawn. Once you've located a bargain, buy it — cheap flights are known to appear and then vanish in the click of a mouse.
What day of the week is the cheapest to book a flight to Oak Lawn?
Get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to land cheap airfares to Oak Lawn.
What is the cheapest day of the week to fly to Oak Lawn?
Based on Orbitz data from 2020, Monday is generally the best day to get cheap flights to Oak Lawn. Tuesday also offers more affordable fares, whereas Saturday has the most expensive ticket prices. Although flying out at the weekend can be more suitable, you'll have more money to play with if you jet out early in the week.
What is the cheapest month to fly to Oak Lawn?
We won't keep you guessing — according to Orbitz data, August is generally the cheapest month to fly. Ideal for those who need a weekend getaway or simply escape from it all before the weather changes. The costliest time to fly is in the middle of summer, with airfares peaking in June.
Which airlines allow free cancellation?
We understand that plans can change and flexibility is important. That's why you can easily search for flights that include free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll show you fares more flexible than a crayon left in the sun!
What do I need for the flight to Oak Lawn?
Nothing's more enjoyable than jetting somewhere new, but it's wise to be prepared. These practical tips will help get your trip off to a smooth start:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some sort of government-issued photo identification. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • Take some activities to keep you amused on your trip to Oak Lawn. Magazines, books and electronic gadgets like laptops and tablets should do the trick. Remember to take a water bottle as well. Even on short flights, it's important to stay hydrated.
  • Even if you're traveling when it's hot and sticky outside, take a sweater or cardigan on board with you. Cabins can get chilly!

How many direct flights are there to Oak Lawn?
Right now, there are 604 direct flights every month to Oak Lawn. When it comes to airlines that will take you there, you're spoiled for choice. Southwest Airlines, Frontier Airlines and Delta Air Lines are among the most popular. Volaris, Porter Airlines and Allegiant Air are other respected carriers with nonstop services.
How do I get cheap first-class/business deals to Oak Lawn?
If you think a first or business-class fare is out of your reach, think again. Here are some terrific tips to help you pick up a premium flight to Oak Lawn for a whole lot less:

  • Be more flexible with your travel dates and hold out for deals on first or business-class airfares.
  • Search for a budget carrier that offers business-class seats. They usually come with extra legroom and a glass of Champagne — and a more attractive price.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare with points earned through loyalty programs.

How to get into Oak Lawn from the airport?
Zip into central Oak Lawn with a Midway Intl. Airport (MDW) car rental. Budget and Avis are two reputable providers at Midway Intl. Airport (MDW). Fling your bags in the trunk, drive 5 miles to the south and you'll be in the center of the city in a jiffy. Many travelers also use taxis or public transportation to head into town from the airport. From there, you can still pick up a ride to see the region's other great attractions with one of our Oak Lawn car rentals.
What is the best time to go to Oak Lawn?
You'll have plenty of fun whatever time of the year you decide to go to Oak Lawn, but March, April and May are the liveliest months. Like to fill up your schedule with loads of warm-weather experiences? Book your trip around June 20. This is when the summer season kicks off in the Northern Hemisphere. Expect the mercury to span between 65 ºF and 80 ºF at this time of year.
Travel tips for Oak Lawn

  • Downtown Oak Lawn is brimming with interesting attractions. Gems like Chicago Ridge Shopping Mall and Childrens Museum of Oak Lawn will keep your feet moving and the sightseer in you happy.
  • If you're looking for a nice little day trip, there are more sights to see a short drive from the center. Discover why Wrigley Field and McCormick Place are on the must-do lists of many Oak Lawn visitors.
  • When you want to see more of Chicago, lock in a car rental and drive in the direction of Gurnee. Waukegan is another main city with no shortage of things to see and do.

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.