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Oak Lawn

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Oak Lawn Flights as Low as $56

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

Frontier Airlines
Sat, May 16 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$56 Roundtrip, found 12 hours ago
$56
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Sat, May 16 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, May 19, priced at $56 found 12 hours ago
Frontier Airlines
Wed, May 6 - Wed, May 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$56 Roundtrip, found 14 hours ago
$56
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, May 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 20, priced at $56 found 14 hours ago
Spirit Airlines
Wed, May 6 - Wed, May 20
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$65 Roundtrip, found 14 hours ago
$65
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Wed, May 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 20, priced at $65 found 14 hours ago
Spirit Airlines
Sat, May 16 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$74 Roundtrip, found 20 hours ago
$74
Roundtrip
found 20 hours ago
Select Spirit Airlines flight, departing Sat, May 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, May 19, priced at $74 found 20 hours ago
Delta
Sat, Jul 11 - Sat, Jul 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$131 Roundtrip, found 3 hours ago
$131
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Jul 11 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jul 18, priced at $131 found 3 hours ago
American Airlines
Sat, May 16 - Sat, May 16
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$131 Roundtrip, just found
$131
Roundtrip
just found
Select American Airlines flight, departing Sat, May 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 16, priced at $131 just found
United
Sat, May 16 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$144 Roundtrip, found 20 hours ago
$144
Roundtrip
found 20 hours ago
Select United flight, departing Sat, May 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, May 19, priced at $144 found 20 hours ago
Bargain Flight
Fri, Jun 19 - Sat, Jun 20
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$194 Roundtrip, found 9 hours ago
$194
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Fri, Jun 19 from Ronald Reagan Washington National to O'Hare Intl., returning Sat, Jun 20, priced at $194 found 9 hours ago
American Airlines
Mon, Apr 27 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$196 Roundtrip, found 11 hours ago
$196
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Apr 27 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Fri, May 1, priced at $196 found 11 hours ago
American Airlines
Fri, Apr 17 - Sat, May 2
HSV
Huntsville Intl.
ORD
O'Hare Intl.
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Apr 17 from Huntsville Intl. to O'Hare Intl., returning Sat, May 2, priced at $229 found 1 day ago
Delta
Wed, May 6 - Wed, May 20
DCA
Ronald Reagan Washington National
MDW
Midway Intl.
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, May 6 from Ronald Reagan Washington National to Midway Intl., returning Wed, May 20, priced at $231 found 2 days ago
Delta
Thu, Apr 16 - Tue, Apr 28
HSV
Huntsville Intl.
MDW
Midway Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Apr 16 from Huntsville Intl. to Midway Intl., returning Tue, Apr 28, priced at $249 found 1 day ago
American Airlines
Sat, Apr 11 - Sun, Apr 19
DCA
Ronald Reagan Washington National
RFD
Greater Rockford
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Apr 11 from Ronald Reagan Washington National to Greater Rockford, returning Sun, Apr 19, priced at $283 found 1 day ago
JetBlue Airways
Wed, Apr 29 - Tue, May 12
DCA
Ronald Reagan Washington National
ORD
O'Hare Intl.
$351 Roundtrip, found 1 day ago
$351
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Apr 29 from Ronald Reagan Washington National to O'Hare Intl., returning Tue, May 12, priced at $351 found 1 day ago
Delta
Tue, Apr 28 - Tue, May 12
BHM
Birmingham Intl.
MDW
Midway Intl.
$375 Roundtrip, found 19 hours ago
$375
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, Apr 28 from Birmingham Intl. to Midway Intl., returning Tue, May 12, priced at $375 found 19 hours ago
American Airlines
Tue, Mar 10 - Fri, Mar 20
BHM
Birmingham Intl.
ORD
O'Hare Intl.
$702 Roundtrip, found 1 day ago
$702
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Mar 10 from Birmingham Intl. to O'Hare Intl., returning Fri, Mar 20, priced at $702 found 1 day ago

Cheap Flights to Oak Lawn

Fall in love at first flight with your vacation to Oak Lawn by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Oak Lawn on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Oak Lawn, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Oak Lawn

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Oak Lawn with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Oak Lawn?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Oak Lawn are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Oak Lawn?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Oak Lawn.

What airport is best to fly into Oak Lawn?

When you’re planning your trip to Oak Lawn, convenience is the name of the game. Luckily, Oak Lawn Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Oak Lawn must-do list.

How much are flights to Oak Lawn?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Oak Lawn on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $56, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Oak Lawn?

The trick to saving a stack of cash on your flight to Oak Lawn? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $56 right now, why wait?

Oak Lawn Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$56

Last Minute Hotel Deals in Oak Lawn

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,925 reviews)
Staff is very polite and friendly! Grant gardens and bus stops are very convenient. Beautiful views. Historical building and safe feeling.

Reviewed on Mar 7, 2026

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Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,477 reviews)
I have stayed at RIU in Guadalajara and I loved it which is why I booked RIU in Chicago. However, upon arrival, the staff member that greeted us seemed to be very annoyed and had an attitude that we were checking in at 6am, although I had previously notified them the time of our arrival. So he proceeded ...

Reviewed on Mar 8, 2026

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Hotel Riu Plaza Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (3,882 reviews)
Parking was very expensive. Fitness areas were good. Room was ok.

Reviewed on Mar 7, 2026

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Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,725 reviews)
Nice clean room. Staff was great! Breakfast and happy hour were very good!

Reviewed on Mar 8, 2026

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Embassy Suites by Hilton Chicago Downtown River North
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (3,307 reviews)
Great location, kind staff, clean room. Shower head was a little odd but they have a hand held mode as well which worked better. Would visit again!

Reviewed on Mar 7, 2026

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Eurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,669 reviews)
Amazing place to stay!

Reviewed on Mar 7, 2026

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Hilton Chicago
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (3,140 reviews)
Very clean and family friendly. Everything is walking distance

Reviewed on Mar 7, 2026

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Aloft Chicago Mag Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,478 reviews)
More options for breakfast would be nice

Reviewed on Mar 6, 2026

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Hyatt Regency Chicago
See all 4,747 properties in Oak Lawn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Hotels With Free Airport Shuttle

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave Oak Lawn IL
Book a stay at this business-friendly hotel in Oak Lawn. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,236 reviews)
We love this location and stay here whenever we’re in town.

Reviewed on Mar 5, 2026

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Hilton Chicago/Oak Lawn
See all 4,747 properties in Oak Lawn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.