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Orland Park

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Orland Park Flights as Low as $82

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

Frontier Airlines
Tue, Sep 29 - Wed, Oct 14
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$82 Roundtrip, found 2 hours ago
$82
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Sep 29 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Wed, Oct 14, priced at $82 found 2 hours ago
Frontier Airlines
Thu, Oct 22 - Mon, Oct 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 22 from Los Angeles Intl. to O'Hare Intl., returning Mon, Oct 26, priced at $118 found 3 days ago
Frontier Airlines
Sat, Sep 5 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 15 hours ago
$154
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 9, priced at $154 found 15 hours ago
Frontier Airlines
Sat, Sep 5 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$165 Roundtrip, found 16 hours ago
$165
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Sep 9, priced at $165 found 16 hours ago
Bargain Flight
Mon, Sep 14 - Sat, Sep 19
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$170 Roundtrip, found 3 days ago
$170
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Mon, Sep 14 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Sep 19, priced at $170 found 3 days ago
JetBlue Airways
Tue, Sep 29 - Wed, Oct 14
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$171 Roundtrip, found 2 hours ago
$171
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Tue, Sep 29 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Wed, Oct 14, priced at $171 found 2 hours ago
American Airlines
Tue, Sep 29 - Wed, Oct 14
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$171 Roundtrip, found 2 hours ago
$171
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Sep 29 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Wed, Oct 14, priced at $171 found 2 hours ago
Frontier Airlines
Wed, Sep 23 - Sat, Oct 10
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Sep 23 from Fort Lauderdale - Hollywood Intl. to Midway Intl., returning Sat, Oct 10, priced at $177 just found
Southwest Airlines
Wed, Sep 23 - Sat, Oct 10
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$191 Roundtrip, just found
$191
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Sep 23 from Fort Lauderdale - Hollywood Intl. to Midway Intl., returning Sat, Oct 10, priced at $191 just found
Delta
Sat, Nov 14 - Tue, Nov 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Sat, Nov 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Nov 17, priced at $197 just found
Southwest Airlines
Sat, Sep 26 - Wed, Sep 30
LAX
Los Angeles Intl.
MDW
Midway Intl.
$210 Roundtrip, just found
$210
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Sep 26 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 30, priced at $210 just found
United
Wed, Sep 16 - Sat, Sep 26
SAN
San Diego Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Sep 16 from San Diego Intl. to O'Hare Intl., returning Sat, Sep 26, priced at $217 found 2 hours ago
Alaska Airlines
Wed, Sep 16 - Sat, Sep 26
SAN
San Diego Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Wed, Sep 16 from San Diego Intl. to O'Hare Intl., returning Sat, Sep 26, priced at $217 found 2 hours ago
Southwest Airlines
Wed, Sep 16 - Wed, Sep 23
SAN
San Diego Intl.
MDW
Midway Intl.
$227 Roundtrip, found 2 days ago
$227
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Sep 16 from San Diego Intl. to Midway Intl., returning Wed, Sep 23, priced at $227 found 2 days ago
American Airlines
Wed, Aug 26 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$401 Roundtrip, found 1 day ago
$401
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sun, Aug 30, priced at $401 found 1 day ago
American Airlines
Wed, Sep 2 - Tue, Sep 8
LAX
Los Angeles Intl.
RFD
Greater Rockford
$429 Roundtrip, just found
$429
Roundtrip
just found
Select American Airlines flight, departing Wed, Sep 2 from Los Angeles Intl. to Greater Rockford, returning Tue, Sep 8, priced at $429 just found

Cheap Flights to Orland Park

Fall in love at first flight with your vacation to Orland Park 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 Orland Park on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Orland Park

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Orland Park 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 Orland Park?

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 Orland Park are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Orland Park?

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 Orland Park.

What airport is best to fly into Orland Park?

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

How much are flights to Orland Park?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Orland Park on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $82, 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 Orland Park?

The trick to saving a stack of cash on your flight to Orland Park? 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 $82 right now, why wait?

Orland Park Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$117

Last Minute Hotel Deals in Orland Park

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! (10,288 reviews)
"Convenient to many attractions. Comfortable room. Fastest elevators! Favorite place to stay in Chicago!"

Reviewed on Aug 23, 2026

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Congress Plaza Hotel
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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Hyatt Regency McCormick Place Chicago
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (865 reviews)
"Awesome stay. I love the property. Staff comfort me when I found out that my dad passed away. This is/was going beyond the call of duty and doing an extra great job so 10 stars. You are greatly appreciated. Primetime location downtown near magnificent mile and Navy Pier,"

Reviewed on Aug 21, 2026

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Kasa Magnificent Mile Chicago
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 ...
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River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (2,811 reviews)
"Good and convenient location, easy access to the city attractions and the airport. The hotel is old and outdated, the room was very small even for the couple, amenities were unthoughtful, awkward yo use, not enough basic furniture ( for example only one chair In the room, tiny closets, only a few ..."

Reviewed on Aug 23, 2026

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The Allegro Royal Sonesta Hotel Chicago Loop
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! (2,333 reviews)
"My friends and I had an excellent experience here. Staff were super friendly and our room was always clean, and had no issues. The location is also super convenient, providing quick pedestrian access to downtown."

Reviewed on Aug 22, 2026

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Fairmont Chicago at Millennium Park
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! (3,462 reviews)
"Wrote on google as well. Unfortunately this hotel has cockroaches. We woke to one on the wall and after shaking out our things cut our visit short. We’d also asked at the front desk for more towels previous to the unwelcome guest, and they were never delivered. For the price per night in a very basic ..."

Reviewed on Aug 22, 2026

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Hyatt Regency Chicago
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! (3,087 reviews)
"Great stay! Staff helpful, the room was really nice."

Reviewed on Aug 23, 2026

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Hilton Chicago
See all 3,351 properties in Orland Park
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.