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Oak Lawn

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Oak Lawn Flights as Low as $148

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

Frontier Airlines
Wed, Dec 2 - Tue, Dec 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$148 Roundtrip, found 4 hours ago
$148
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Dec 8, priced at $148 found 4 hours ago
Frontier Airlines
Thu, Nov 19 - Thu, Dec 10
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$151 Roundtrip, found 1 hour ago
$151
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Nov 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Dec 10, priced at $151 found 1 hour ago
Bargain Flight
Thu, Nov 26 - Thu, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$169 Roundtrip, found 15 hours ago
$169
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Thu, Nov 26 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Dec 17, priced at $169 found 15 hours ago
Frontier Airlines
Tue, Nov 17 - Tue, Dec 1
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$171 Roundtrip, found 11 hours ago
$171
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Dec 1, priced at $171 found 11 hours ago
Bargain Flight
Thu, Nov 26 - Thu, Nov 26
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$176 Roundtrip, found 4 days ago
$176
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Thu, Nov 26 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Thu, Nov 26, priced at $176 found 4 days ago
Frontier Airlines
Wed, Oct 21 - Wed, Oct 28
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$180 Roundtrip, found 2 days ago
$180
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 21 from George Bush Intercontinental to O'Hare Intl., returning Wed, Oct 28, priced at $180 found 2 days ago
Bargain Flight
Tue, Oct 20 - Thu, Oct 29
BOS
Logan Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 20 from Logan Intl. to O'Hare Intl., returning Thu, Oct 29, priced at $202 found 1 day ago
American Airlines
Tue, Oct 20 - Thu, Oct 29
BOS
Logan Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 20 from Logan Intl. to O'Hare Intl., returning Thu, Oct 29, priced at $202 found 1 day ago
Delta
Mon, Oct 5 - Wed, Oct 14
BOS
Logan Intl.
ORD
O'Hare Intl.
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Oct 5 from Logan Intl. to O'Hare Intl., returning Wed, Oct 14, priced at $205 found 4 days ago
JetBlue Airways
Tue, Nov 10 - Thu, Nov 12
BOS
Logan Intl.
ORD
O'Hare Intl.
$205 Roundtrip, found 3 days ago
$205
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Nov 10 from Logan Intl. to O'Hare Intl., returning Thu, Nov 12, priced at $205 found 3 days ago
Southwest Airlines
Mon, Oct 26 - Thu, Oct 29
BOS
Logan Intl.
MDW
Midway Intl.
$218 Roundtrip, found 5 days ago
$218
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Mon, Oct 26 from Logan Intl. to Midway Intl., returning Thu, Oct 29, priced at $218 found 5 days ago
Frontier Airlines
Tue, Nov 17 - Wed, Dec 2
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$238 Roundtrip, found 20 hours ago
$238
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Wed, Dec 2, priced at $238 found 20 hours ago
Frontier Airlines
Fri, Dec 4 - Thu, Dec 10
IAH
George Bush Intercontinental
MDW
Midway Intl.
$250 Roundtrip, found 22 hours ago
$250
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Fri, Dec 4 from George Bush Intercontinental to Midway Intl., returning Thu, Dec 10, priced at $250 found 22 hours ago
American Airlines
Tue, Sep 29 - Thu, Oct 1
BOS
Logan Intl.
RFD
Greater Rockford
$380 Roundtrip, found 4 hours ago
$380
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Sep 29 from Logan Intl. to Greater Rockford, returning Thu, Oct 1, priced at $380 found 4 hours ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Sun, Dec 20 - Sat, Dec 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$459 Roundtrip, found 17 hours ago
$459
Roundtrip
found 17 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Sun, Dec 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Dec 26, priced at $459 found 17 hours ago
Alaska Airlines
Wed, Oct 21 - Tue, Nov 3
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$768 Roundtrip, found 2 days ago
$768
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Oct 21 from George Bush Intercontinental to O'Hare Intl., returning Tue, Nov 3, priced at $768 found 2 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 December, 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 13 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 $148, 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 $148 right now, why wait?

Oak Lawn Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$148

Last Minute Hotel Deals in Oak Lawn

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! (5,443 reviews)
"Everything was rough have to leave early"

Reviewed on Sep 26, 2026

Get rates
River Hotel
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! (10,224 reviews)
"Terrible male and female bar staff! Don’t interact with customers, arguing about cups, don’t ask customer if they want a drink or to order food! They are two miserable old men"

Reviewed on Sep 25, 2026

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Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (2,347 reviews)
"The staff aren’t very friendly and the elevators are annoyingly slow. The buffet needs attention, eggs were cold, they were out of coffee cups. When the cups came out, they were dirty. Their system was down so you had to go back to the front desk, wait in line for a breakfast coupon then go back ..."

Reviewed on Sep 26, 2026

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The Chicago Hotel Collection Ambassador Gold Coast
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the ...
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Hampton Inn Chicago Downtown/Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (2,238 reviews)
"My husband took a shower in the morning, and the water was freezing cold. The night before the water was hot. Low water pressure. But other than that, it was a good hotel and stay. Would stay there again. The employees were very friendly and helpful. 4 out of 5 only because of the cold shower. Also, ..."

Reviewed on Sep 26, 2026

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The Chicago Hotel Collection - 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 ...
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Hilton Chicago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
201 East Walton Place Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (2,674 reviews)
"Very Nice place to stay"

Reviewed on Sep 25, 2026

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Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the ...
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THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
See all 4,563 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! (1,401 reviews)
"The worst place I've ever been"

Reviewed on Sep 25, 2026

Get rates
Hilton Chicago/Oak Lawn
See all 4,563 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.