$28 Cheap Flights to Oak Lawn, IL

View $28 flight on Wed, Apr 29, 2026Opens in a new window

Popular airlines to Oak Lawn

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

How much is the cheapest flight to Oak Lawn?

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, May 12 - Wed, May 13
IAH
Houston
ORD
Chicago
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, May 12 from Houston to Chicago, returning Wed, May 13, priced at $56 just found
Spirit Airlines
Tue, Apr 28 - Tue, May 12
IAH
Houston
ORD
Chicago
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 28 from Houston to Chicago, returning Tue, May 12, priced at $72 just found
American Airlines
Wed, Apr 29 - Tue, May 5
BOS
Boston
RFD
Rockford
$139 Roundtrip, found 14 hours ago
$139
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Wed, Apr 29 from Boston to Rockford, returning Tue, May 5, priced at $139 found 14 hours ago
Southwest Airlines
Wed, Apr 22 - Wed, Apr 29
BOS
Boston
MDW
Chicago
$147 Roundtrip, found 14 hours ago
$147
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Wed, Apr 22 from Boston to Chicago, returning Wed, Apr 29, priced at $147 found 14 hours ago
Delta
Tue, Apr 28 - Tue, May 5
BOS
Boston
ORD
Chicago
$165 Roundtrip, found 14 hours ago
$165
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Apr 28 from Boston to Chicago, returning Tue, May 5, priced at $165 found 14 hours ago

Alternative airports near Oak Lawn

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 36 minutes. Flights from $180
ORD
O'Hare Intl.
Cheapest
Average driving time to city center36 min
Flights from $180
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 9 minutes. Flights from $310
MDW
Midway Intl.
Closest
Average driving time to city center9 min
Flights from $310

Frequently asked questions

What month is the cheapest to fly to Oak Lawn?
May is the cheapest month to travel to Oak Lawn. Demand is lower then, so you're likely to get a good deal. Booking your trip outside of school breaks and public holidays can also help you save.
Which US cities have the cheapest flights to Oak Lawn?
Land cheap flights to Oak Lawn from New York, Washington and Dallas. These cities typically offer the lowest fares to this destination. But keep in mind that seasonality, demand and stopovers will also have an impact on rates, so remain flexible and book when you see a bargain.
Which US cities fly direct to Oak Lawn?
You can fly to Oak Lawn directly from 150 US cities. To find a nonstop route, select "Direct flights only" when organizing your flights to Oak Lawn on Expedia. Then, compare the options and pick the best departure out of one of these cities:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to Oak Lawn?
To secure cheap flights to Oak Lawn, book well in advance or visit during the off-season months of November and December. After another tip? Take off on a Thursday and save 16% on average compared to those who travel on a Sunday.* Set a price alert on the Expedia app and we'll update you as soon as your fares go down.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Oak Lawn?
While booking in advance is typically the best way to save money, don't worry if your Oak Lawn getaway is last minute. It's still possible to find cheap flights to Oak Lawn, especially if your plans have a little leeway. Try changing your travel dates, exploring different ticket options or departing from another hub.
How far in advance should I book a flight to Oak Lawn?
Lock in your flight to Oak Lawn two to four months ahead if you're visiting from an international destination. For domestic travel, the general guideline is 28 days in advance. Cheaper fares and a greater choice of departure dates, times and seating options are just some of the advantages of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Oak Lawn?
Sundays are usually the best day to book a cheap flight to Oak Lawn, where you can save 8% on average compared to Fridays. If you purchase tickets on a Friday, be ready to pay a higher price as this is typically the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Oak Lawn?
There are 44 airlines connecting Oak Lawn with 216 airports across the world. The chief entry point to this city is O'Hare Intl. Airport (ORD). Fly with any of these well-known airlines to Oak Lawn:

  • United Airlines
  • American Airlines
  • Delta Air Lines
  • Alaska Airlines

Where do you fly into Oak Lawn?
Oak Lawn's main point of arrival is Midway Intl. Airport (MDW). If you're looking for other nearby options when flying to Oak Lawn, check out Lewis University Airport (LOT), O'Hare Intl. Airport (ORD) or Gary, IN (GYY-Gary - Chicago Intl.). You can also opt to fly to Oak Lawn through Joliet Park District Airport (JOT).
How far is the airport from central Oak Lawn?
If you're flying into Midway Intl. Airport (MDW), you'll be roughly 5 mi north of the center of Oak Lawn.
Can I save money by booking an Oak Lawn trip package?
Book an Oak Lawn flight and hotel package deal on Expedia, and you can enjoy significant savings. It's simple to bundle your hotel and flight, and you can also add activities and car rentals to create your own personalized Oak Lawn trip. Plus, nothing beats the convenience of booking everything in one place.
Can I change or cancel my flight to Oak Lawn?
You can usually change or cancel your flight to Oak Lawn within 24 hours of booking. However, be mindful that some fares are non-refundable. In those cases, you may receive a credit toward a future trip rather than a direct refund. Make sure you check the airline's terms of service in your itinerary for exact details. You can use Expedia's "No cancel fee" or "Changes included" filters during your search to find cheap flights to Oak Lawn with flexible change policies. For more information, head to our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
$61

Trending flights to Oak Lawn

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, May 12 - Wed, May 13
IAH
Houston
ORD
Chicago
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, May 12 from Houston to Chicago, returning Wed, May 13, priced at $56 just found

Explore a world of travel with Expedia