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Oak Lawn

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Oak Lawn Flights as Low as $197

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

Delta
Tue, Jun 9 - Tue, Jun 30
BOS
Logan Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jun 9 from Logan Intl. to O'Hare Intl., returning Tue, Jun 30, priced at $197 found 5 days ago
Bargain Flight
Thu, Aug 13 - Mon, Aug 17
BOS
Logan Intl.
ORD
O'Hare Intl.
$201 Roundtrip, found 4 days ago
$201
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Thu, Aug 13 from Logan Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $201 found 4 days ago
JetBlue Airways
Wed, Jun 10 - Mon, Jun 29
BOS
Logan Intl.
ORD
O'Hare Intl.
$201 Roundtrip, found 5 days ago
$201
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Jun 10 from Logan Intl. to O'Hare Intl., returning Mon, Jun 29, priced at $201 found 5 days ago
American Airlines
Tue, Jun 30 - Tue, Aug 4
BOS
Logan Intl.
RFD
Greater Rockford
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 30 from Logan Intl. to Greater Rockford, returning Tue, Aug 4, priced at $201 found 1 day ago
Delta
Fri, Aug 14 - Tue, Aug 18
BOS
Logan Intl.
ORD
O'Hare Intl.
$201 Roundtrip, found 4 days ago
$201
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Aug 14 from Logan Intl. to O'Hare Intl., returning Tue, Aug 18, priced at $201 found 4 days ago
JetBlue Airways
Mon, Aug 10 - Fri, Aug 14
BOS
Logan Intl.
ORD
O'Hare Intl.
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Aug 10 from Logan Intl. to O'Hare Intl., returning Fri, Aug 14, priced at $205 found 4 days ago
Delta
Wed, May 27 - Sat, Jun 6
BOS
Logan Intl.
ORD
O'Hare Intl.
$206 Roundtrip, found 5 days ago
$206
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, May 27 from Logan Intl. to O'Hare Intl., returning Sat, Jun 6, priced at $206 found 5 days ago
Bargain Flight
Tue, Oct 27 - Tue, Nov 17
AUS
Austin-Bergstrom Intl.
ORD
O'Hare Intl.
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Tue, Oct 27 from Austin-Bergstrom Intl. to O'Hare Intl., returning Tue, Nov 17, priced at $219 found 4 days ago
Bargain Flight
Fri, Jun 12 - Sat, Jun 13
MSY
Louis Armstrong New Orleans Intl.
ORD
O'Hare Intl.
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Jun 12 from Louis Armstrong New Orleans Intl. to O'Hare Intl., returning Sat, Jun 13, priced at $222 found 1 day ago
Frontier Airlines
Tue, Oct 27 - Tue, Nov 17
AUS
Austin-Bergstrom Intl.
ORD
O'Hare Intl.
$230 Roundtrip, found 4 days ago
$230
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Austin-Bergstrom Intl. to O'Hare Intl., returning Tue, Nov 17, priced at $230 found 4 days ago
American Airlines
Fri, Sep 4 - Sat, Sep 5
AUS
Austin-Bergstrom Intl.
RFD
Greater Rockford
$285 Roundtrip, found 23 hours ago
$285
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, Sep 4 from Austin-Bergstrom Intl. to Greater Rockford, returning Sat, Sep 5, priced at $285 found 23 hours ago
Frontier Airlines
Tue, Jun 9 - Fri, Jun 12
AUS
Austin-Bergstrom Intl.
MDW
Midway Intl.
$327 Roundtrip, found 4 days ago
$327
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Austin-Bergstrom Intl. to Midway Intl., returning Fri, Jun 12, priced at $327 found 4 days ago
United
Sun, Jun 28 - Mon, Jul 6
ABQ
Albuquerque Intl. Sunport
ORD
O'Hare Intl.
$511 Roundtrip, found 1 day ago
$511
Roundtrip
found 1 day ago
Select United flight, departing Sun, Jun 28 from Albuquerque Intl. Sunport to O'Hare Intl., returning Mon, Jul 6, priced at $511 found 1 day ago
American Airlines
Fri, May 29 - Mon, Jun 1
MSY
Louis Armstrong New Orleans Intl.
RFD
Greater Rockford
$627 Roundtrip, found 2 days ago
$627
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, May 29 from Louis Armstrong New Orleans Intl. to Greater Rockford, returning Mon, Jun 1, priced at $627 found 2 days ago
Delta
Fri, May 29 - Mon, Jun 1
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$630 Roundtrip, found 2 days ago
$630
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, May 29 from Louis Armstrong New Orleans Intl. to Midway Intl., returning Mon, Jun 1, priced at $630 found 2 days ago
Alaska Airlines
Wed, Jul 8 - Mon, Jul 13
AUS
Austin-Bergstrom Intl.
ORD
O'Hare Intl.
$677 Roundtrip, just found
$677
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Jul 8 from Austin-Bergstrom Intl. to O'Hare Intl., returning Mon, Jul 13, priced at $677 just found

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 June, 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 $197, 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 $197 right now, why wait?

Oak Lawn Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$196

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)
"No Valet parking. Could not come and go from offsite parking without repaying $67.00 Very short on staff."

Reviewed on May 24, 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! (4,227 reviews)
"First room we got was not clean, they then changed us to another room and the air conditioning didn’t work for 2 days, Couldn’t sleep! They then moved us to another room and gave us champagne and nuts as an apology. We still had to pay for the 2 night os torture."

Reviewed on May 24, 2026

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Hotel Riu Plaza Chicago
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! (1,466 reviews)
"Excellent location within walking distance of bars , restaurants and transit. Clean and spacious rooms."

Reviewed on May 24, 2026

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The Chicago Hotel Collection - Magnificent Mile
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! (5,197 reviews)
"The hotel had an excellent location"

Reviewed on May 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! (2,718 reviews)
"The bed was comfortable the room was small but very clean the staff was friendly"

Reviewed on May 24, 2026

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Hotel Felix River North/Magnificent Mile
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (3,022 reviews)
"Within walking distance to a lot of the popular/touristy spots in Chicago which is one of the reasons I liked it. Also right next to a great breakfast/brunch spot the Goddess and the Baker, food was delicious."

Reviewed on May 24, 2026

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Freehand Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (2,325 reviews)
"The location is very good, but the hotel needs to make some improvements. First, when you enter, there is a strong smell of humidity, which I imagine is coming from the carpet. The same smell was noticeable in the hallways and in the room. In the room, I found that the sink was clogged, and the shower ..."

Reviewed on May 21, 2026

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Holiday Inn Chicago Dwtn - The Mart by IHG
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (2,166 reviews)
"Perfect location to sight see Chicago. Staff were not friendly and when I asked a question felt like it was too much effort for them to respond in a professional helpful manner. Saying that the hotel was beautiful and the rooms were perfect. Great view."

Reviewed on May 24, 2026

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Fairmont Chicago at Millennium Park
See all 4,690 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! (1,342 reviews)
"My stay was great! There was a mishap with my breakfast order but other than that everything good..."

Reviewed on May 24, 2026

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Hilton Chicago/Oak Lawn
See all 4,690 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.