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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
Tue, Apr 21 - Tue, Apr 28
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Apr 28, priced at $56 found 2 hours ago
Spirit Airlines
Sat, Apr 18 - Mon, Apr 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$73 Roundtrip, found 5 hours ago
$73
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Sat, Apr 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Apr 27, priced at $73 found 5 hours ago
Frontier Airlines
Sat, Apr 25 - Tue, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$84 Roundtrip, found 3 hours ago
$84
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, May 5, priced at $84 found 3 hours ago
Spirit Airlines
Mon, Apr 13 - Thu, Apr 16
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$99 Roundtrip, found 16 hours ago
$99
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Mon, Apr 13 from Newark Liberty Intl. Airport to O'Hare Intl., returning Thu, Apr 16, priced at $99 found 16 hours ago
Frontier Airlines
Wed, May 6 - Sat, May 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 6 from Los Angeles Intl. to O'Hare Intl., returning Sat, May 16, priced at $106 found 1 day ago
Frontier Airlines
Wed, Apr 15 - Wed, Apr 29
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Apr 15 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Wed, Apr 29, priced at $144 found 3 days ago
Frontier Airlines
Tue, Apr 21 - Tue, Apr 28
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Apr 21 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Tue, Apr 28, priced at $155 found 5 days ago
Bargain Flight
Thu, Jul 23 - Sun, Jul 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Thu, Jul 23 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Jul 26, priced at $181 found 1 day ago
American Airlines
Wed, Apr 15 - Tue, Apr 21
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Apr 15 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Apr 21, priced at $187 found 1 day ago
Delta
Wed, May 13 - Wed, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$200 Roundtrip, found 4 hours ago
$200
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, May 13 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 13, priced at $200 found 4 hours ago
Frontier Airlines
Thu, Apr 16 - Tue, Apr 21
LAX
Los Angeles Intl.
MDW
Midway Intl.
$203 Roundtrip, found 23 hours ago
$203
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Los Angeles Intl. to Midway Intl., returning Tue, Apr 21, priced at $203 found 23 hours ago
American Airlines
Mon, Apr 27 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Apr 27 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Fri, May 1, priced at $207 found 1 day ago
American Airlines
Tue, May 26 - Tue, Jun 2
BWI
Baltimore Washington Intl. Thurgood Marshall
RFD
Greater Rockford
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 26 from Baltimore Washington Intl. Thurgood Marshall to Greater Rockford, returning Tue, Jun 2, priced at $232 found 1 day ago
American Airlines
Thu, Jul 30 - Sat, Aug 8
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$310 Roundtrip, found 1 day ago
$310
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jul 30 from Newark Liberty Intl. Airport to Greater Rockford, returning Sat, Aug 8, priced at $310 found 1 day ago
Alaska Airlines
Wed, Apr 22 - Tue, May 5
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$313 Roundtrip, just found
$313
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Apr 22 from Los Angeles Intl. to O'Hare Intl., returning Tue, May 5, priced at $313 just found
American Airlines
Sat, Jul 18 - Sat, Jul 25
LAX
Los Angeles Intl.
RFD
Greater Rockford
$416 Roundtrip, found 2 hours ago
$416
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Jul 18 from Los Angeles Intl. to Greater Rockford, returning Sat, Jul 25, priced at $416 found 2 hours 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 April, 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! (9,996 reviews)
Small rooms

Reviewed on Mar 28, 2026

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Congress Plaza Hotel
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! (3,995 reviews)
We stayed 5 days our room was cleaned each day! We had a great stay!

Reviewed on Mar 28, 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! (5,787 reviews)
The front desk staff were very helpful and made for a very smooth check in! The breakfast buffet was amazing and had so many options to choose from. One of the best hotel breakfasts I’ve ever had. Overall our stay was great and we will definitely book here again when we come back to visit the city ...

Reviewed on Mar 28, 2026

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Embassy Suites by Hilton Chicago Downtown River North
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! (3,650 reviews)
This is the best hotel I’ve been so far, their staffs were supper nice and their rooms are amazing, thanks

Reviewed on Mar 28, 2026

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Hotel Riu Plaza Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,235 reviews)
Everything was clean and the staff was very friendly and helpful!

Reviewed on Mar 25, 2026

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Hilton Chicago O'Hare Airport
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,757 reviews)
No water view

Reviewed on Mar 27, 2026

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The Wade
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! (3,155 reviews)
Amazing hotel and rooms smelled so clean. Breakfast was good quality! Definitely will be staying here again

Reviewed on Mar 27, 2026

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Aloft Chicago Mag Mile
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the ...
9/10 Wonderful! (3,227 reviews)
Some issues with the room and internet, had to switch rooms. The second room had a malfunctioning toilet fill valve, it would shut off due to friction, requiring me to pull the lid and jiggle it to fill. Some outlet's didn't work. Low hanging fruit that can be attended to can go a long way. Staff ...

Reviewed on Mar 27, 2026

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Swissotel - Chicago
See all 4,628 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! (1,248 reviews)
It’s an older property. Not old, but a little older. Bathroom is the obvious issue. Beds were awesome though.

Reviewed on Mar 26, 2026

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Hilton Chicago/Oak Lawn
See all 4,628 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.