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Oak Lawn

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Oak Lawn Flights as Low as $70

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

Frontier Airlines
Tue, May 12 - Tue, May 19
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$70 Roundtrip, found 17 hours ago
$70
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, May 12 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, May 19, priced at $70 found 17 hours ago
Frontier Airlines
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$76 Roundtrip, found 1 day ago
$76
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $76 found 1 day ago
Frontier Airlines
Wed, May 13 - Sat, May 16
DEN
Denver Intl.
ORD
O'Hare Intl.
$105 Roundtrip, found 1 day ago
$105
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 13 from Denver Intl. to O'Hare Intl., returning Sat, May 16, priced at $105 found 1 day ago
Spirit Airlines
Sun, May 24 - Thu, May 28
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, May 24 from Newark Liberty Intl. Airport to O'Hare Intl., returning Thu, May 28, priced at $122 found 2 days ago
Frontier Airlines
Mon, Apr 27 - Sat, May 2
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Apr 27 from Newark Liberty Intl. Airport to Midway Intl., returning Sat, May 2, priced at $157 found 5 days ago
Frontier Airlines
Thu, Apr 30 - Thu, May 7
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$161 Roundtrip, found 4 days ago
$161
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, May 7, priced at $161 found 4 days ago
United
Tue, May 12 - Tue, May 19
DEN
Denver Intl.
ORD
O'Hare Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select United flight, departing Tue, May 12 from Denver Intl. to O'Hare Intl., returning Tue, May 19, priced at $163 found 1 day ago
American Airlines
Tue, May 12 - Tue, May 19
DEN
Denver Intl.
ORD
O'Hare Intl.
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 12 from Denver Intl. to O'Hare Intl., returning Tue, May 19, priced at $163 found 1 day ago
Delta
Wed, Jun 3 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jun 3 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Jun 9, priced at $177 found 2 days ago
Frontier Airlines
Tue, May 12 - Sat, May 30
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, May 12 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Sat, May 30, priced at $185 found 4 days ago
Frontier Airlines
Wed, May 6 - Tue, May 12
DEN
Denver Intl.
MDW
Midway Intl.
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, May 6 from Denver Intl. to Midway Intl., returning Tue, May 12, priced at $186 found 4 days ago
American Airlines
Tue, May 26 - Tue, Jun 2
BWI
Baltimore Washington Intl. Thurgood Marshall
RFD
Greater Rockford
$233 Roundtrip, found 1 day ago
$233
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 $233 found 1 day ago
American Airlines
Thu, May 14 - Mon, May 18
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$304 Roundtrip, found 11 hours ago
$304
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, May 14 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Mon, May 18, priced at $304 found 11 hours ago
American Airlines
Fri, May 1 - Tue, May 5
DEN
Denver Intl.
RFD
Greater Rockford
$360 Roundtrip, found 1 day ago
$360
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 1 from Denver Intl. to Greater Rockford, returning Tue, May 5, priced at $360 found 1 day ago
JetBlue Airways
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $368 found 1 day ago
American Airlines
Thu, Jul 30 - Sat, Aug 8
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$458 Roundtrip, found 5 days ago
$458
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Jul 30 from Newark Liberty Intl. Airport to Greater Rockford, returning Sat, Aug 8, priced at $458 found 5 days 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 16 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 $70, 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 $70 right now, why wait?

Oak Lawn Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$70

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! (10,135 reviews)
wifi wouldn’t connect, when we called the front desk to ask (I had work I needed to do, and specifically checked before booking that the room included wifi) was met with attitude to “just connect” even though the wifi network wasn’t visible or available. also, you have no control over the temperature ...

Reviewed on Apr 24, 2026

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Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,127 reviews)
Wonderful and helpful sstaff. Excellent location

Reviewed on Apr 24, 2026

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River Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,638 reviews)
Exceptional friendly Staff, Fantastic area, clean rooms. Breakfast minimal yet, did the trick. Great Value for the $$. We Will be back

Reviewed on Apr 25, 2026

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Hotel Felix River North/Magnificent Mile
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! (4,189 reviews)
good

Reviewed on Apr 23, 2026

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Hilton Chicago/Magnificent Mile Suites
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (3,457 reviews)
Yes

Reviewed on Apr 25, 2026

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Club Quarters Hotel, Central Loop, Chicago
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! (3,957 reviews)
Staff

Reviewed on Apr 25, 2026

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Hotel Riu Plaza Chicago
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! (5,892 reviews)
No complaints at this property. Always stay here when I’m in Chicago. Great experience and in the center of everything

Reviewed on Apr 25, 2026

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Embassy Suites by Hilton Chicago Downtown River North
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (2,410 reviews)
Very nice hotel

Reviewed on Apr 25, 2026

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Palmer House a Hilton Hotel
See all 4,721 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! (1,302 reviews)
I’ve stayed in a lot of hotels and by far this was the least one I liked. 1. One of the front desk clerks was extremely rude. People we didn’t even know that were guest said the same thing. She spoke Spanish 2.There was no microwave in the room only on even floors 3. The chair and ottoman in my room ...

Reviewed on Apr 25, 2026

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Hilton Chicago/Oak Lawn
See all 4,721 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.