Cheap flights To Orland Park (CHI) from $55

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Cheap Flights to Orland Park from $55 One Way, $93 Round Trip

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

Sat, Jan 9 - Sun, Jan 17
PGD
Punta Gorda Airport
RFD
Greater Rockford
$93 Roundtrip, found 5 days ago
$93
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Sat, Jan 9 from Punta Gorda Airport to Greater Rockford, returning Sun, Jan 17, priced at $93 found 5 days ago
Fri, Nov 6 - Wed, Nov 11
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Fri, Nov 6 from Orlando Sanford Intl. to Greater Rockford, returning Wed, Nov 11, priced at $97 found 5 days ago
Mon, Dec 7 - Fri, Dec 11
PIE
St. Petersburg-Clearwater Intl.
RFD
Greater Rockford
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Mon, Dec 7 from St. Petersburg-Clearwater Intl. to Greater Rockford, returning Fri, Dec 11, priced at $109 found 4 days ago
Fri, Nov 6 - Mon, Nov 9
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Fri, Nov 6 from Orlando Sanford Intl. to Greater Rockford, returning Mon, Nov 9, priced at $111 found 5 days ago
Thu, Jan 14 - Sun, Jan 17
SRQ
Sarasota-Bradenton Intl.
RFD
Greater Rockford
$113 Roundtrip, found 1 day ago
$113
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Jan 14 from Sarasota-Bradenton Intl. to Greater Rockford, returning Sun, Jan 17, priced at $113 found 1 day ago
Fri, Nov 6 - Wed, Nov 11
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$120 Roundtrip, found 4 days ago
$120
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Nov 6 from Orlando Sanford Intl. to Greater Rockford, returning Wed, Nov 11, priced at $120 found 4 days ago
Thu, Jan 28 - Sun, Jan 31
SRQ
Sarasota-Bradenton Intl.
RFD
Greater Rockford
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Jan 28 from Sarasota-Bradenton Intl. to Greater Rockford, returning Sun, Jan 31, priced at $121 found 1 day ago
Fri, Jan 22 - Mon, Jan 25
SFB
Orlando Sanford Intl.
RFD
Greater Rockford
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Jan 22 from Orlando Sanford Intl. to Greater Rockford, returning Mon, Jan 25, priced at $126 found 1 day ago
Thu, Jan 7 - Sun, Jan 10
SRQ
Sarasota-Bradenton Intl.
RFD
Greater Rockford
$130 Roundtrip, found 2 days ago
$130
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Jan 7 from Sarasota-Bradenton Intl. to Greater Rockford, returning Sun, Jan 10, priced at $130 found 2 days ago
Sun, Dec 6 - Sun, Dec 13
PGD
Punta Gorda Airport
MDW
Midway Intl.
$131 Roundtrip, found 5 days ago
$131
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Sun, Dec 6 from Punta Gorda Airport to Midway Intl., returning Sun, Dec 13, priced at $131 found 5 days ago

Orland Park Flight Information

Traveling To
Orland Park
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Allegiant Air
Flight Price
$93
Earliest Departing Flight
Latest Departing Flight

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Orland Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Southwest at Burr Ridge
4.0-star property

Chicago Marriott Southwest at Burr Ridge

Nov 21 - Nov 26

5 night stay

Orlando (MCO) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $565, price is now $436 per person
$436
per person
found 1 hour ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Nov 23 - Nov 27

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Los Angeles (LAX)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,760, price is now $1,210 per person
$1,210
per person
found 2 days ago
Sheraton Grand Chicago Riverwalk
4.0-star property

Sheraton Grand Chicago Riverwalk

Nov 23 - Nov 27

4 night stay

Los Angeles (LAX) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Los Angeles (LAX)

American Airlines • Coach
Price was $923, price is now $681 per person
$681
per person
found 2 days ago
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Orland Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (5,404 reviews)

Dec 17 - Dec 21

4 night stay

Miami (MIA) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Miami (MIA)

United • Non-stop • FirstClass
Price was $1,224, price is now $939 per person
$939
per person
found 1 day ago
Clean room, Staff, Breakfast and shops nearby

Reviewed on Oct 21, 2026

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.6/10 Exceptional! (2,035 reviews)

Dec 17 - Dec 21

4 night stay

Miami (MIA) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Miami (MIA)

United • Non-stop • FirstClass
Price was $1,973, price is now $1,560 per person
$1,560
per person
found 1 day ago
Toilet paper was sub par

Reviewed on Oct 22, 2026

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,003 reviews)

Dec 17 - Dec 21

4 night stay

Miami (MIA) to Chicago (ORD)

Delta • Non-stop • FirstClass

Chicago (ORD) to Miami (MIA)

United • Non-stop • FirstClass
Price was $1,927, price is now $1,576 per person
$1,576
per person
found 1 day ago

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Orland Park

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Orland Park or any other low fare domestic or international air travel.

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You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Orland Park. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Orland Park flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Orland Park to your mobile phone or email.

Frequently asked questions

Which airlines fly to Orland Park?
With 20 airlines to decide from, finding the perfect flight that matches your plans and budget will be a breeze. O'Hare Intl. Airport (ORD) is a major entry point to Orland Park and where you're likely to be flying into. These well-known international carriers will take you there:

  • United Airlines - 612 flights to Orland Park per month
  • American Airlines - 339 flights to Orland Park per month
  • Air Canada - 190 flights to Orland Park per month

What is the best airport to fly to in Orland Park?
Midway Intl. Airport (MDW), around 14 miles northeast of downtown Orland Park, is one choice. O'Hare Intl. Airport (ORD) is another way to get to this city. Compare the fares between the airports, along with which terminal is more convenient for you to touch down at.
How much is a flight to Orland Park?
If you're searching for return flights, airfares fluctuated between $93 and $131 this week. The lowest prices for one-way tickets were $55, departing from Punta Gorda (PGD).
How to book the cheapest flight to Orland Park?
Using Orbitz, you'll find some of the most incredible flight deals around from a wide selection of airlines. But if you're eager to heighten your chances of picking up cheap flights to Orland Park, here are a few pointers to keep in mind:

  • Departing from or arriving at nearby airports can help you save on airfares. Enter your preferred departure and arrival points. Next, select the 'Nearby airports' function below to look through your options.
  • If your plans aren't carved in stone, click on the 'Show flexible dates' option to scan the flight deals for multiple departure dates. You may find a cheaper fare.
  • To filter your results, hit 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also choose the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Once you've settled on your travel dates, reserve your flight. Prices generally rise as the departure date gets closer.
  • Bundle your flights, hotels and car rentals into a competitive package deal. Save your hard-earned money for things you're really excited about, like exploring Orland Park.
  • Don't travel during the busy season if you can. By avoiding summer, school vacations and other popular dates, you can save a significant amount on your airfares.

How long is a flight to Orland Park?
The USA is big, so that depends on where you're departing from. To make things simple, we've chosen some of the main routes to Orland Park and calculated their average flight times:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O'Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Orland Park?
If your schedule allows, purchase your tickets to Orland Park in January. This is the best month for low airfares, followed by February and August. With a little organizing, you're bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Orland Park?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book flights to Orland Park. If you're looking for the best airfares, search across those days and you could catch a terrific flight deal.
What is the cheapest day of the week to fly to Orland Park?
Look into flying early in the week if you want to score cheap flights to Orland Park. Orbitz data from 2020 shows Monday is normally the cheapest day to set off, followed by Tuesday. Saturdays were shown to have the highest airfares. This is possibly because many travelers choose to start their escape when the working week is over.
What is the cheapest month to fly to Orland Park?
If you're flexible with your travel plans, consider jetting off in August. Orbitz data shows that this is generally the best month to fly out if you're looking for cheap flights to Orland Park. As you might imagine, fares rise in the busy month of June and flights book out quickly.
Which airlines allow free cancellation?
Plans change, and your ticket should be able to as well. That's why Orbitz makes it easy to search for fares with no change fees and free cancellation. Simply enter your departure and arrival points and then click on "Filter by flexible change policies." You can't beat that for peace of mind!
What do I need for the flight to Orland Park?
Flying doesn't have to be a drag. In fact it can be fun if you're well prepared! Make your journey a relaxing one with these handy hints:

  • Your travel documents are the most important things you'll need to carry with you on your flight to Orland Park. To avoid any dramas during check-in, make sure that the personal information on your ticket matches your government-issued ID.
  • Make time fly by even faster on your short hop by packing the right stuff. Think tasty snacks, a water bottle and entertainment. If you want your trip to Orland Park to pass nice and quietly, squeeze some headphones or earplugs in your carry-on bag too.
  • It can get cold on the plane. If you don't like the thought of shivering your way through the flight, wear an extra layer.

How many direct flights are there to Orland Park?
At the moment, there are 604 direct flights every month to Orland Park. When it comes to airlines that will fly you there, you've got plenty to choose from. Southwest Airlines, Frontier Airlines and Delta Air Lines are among the most well-known. Volaris, Porter Airlines and Allegiant Air are some other reputable carriers that offer nonstop services.
How do I get cheap first-class/business deals to Orland Park?
Experienced travelers have a knack for finding business or first-class airfares to Orland Park without the eye-watering price tag. Take their lead with these handy tips:

  • Flexibility isn't just useful in the gym. Avoid locking in your travel dates so you can snap up cheaper airfares when a sale pops up.
  • Low-cost airlines offer business-class seats at a fraction of the usual cost. Skip the full-service carriers and check out these cheaper options.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat up the front. You can also try upgrading with points earned through a loyalty program.

How to get into Orland Park from the airport?
Make getting around a breeze with a Midway Intl. Airport (MDW) car rental. Touch down at Midway Intl. Airport (MDW) and then pick up a ride from one of the outlets on-site. Budget and Avis both have a good range of cars to choose from. After you've buckled up, you'll need to drive about 14 miles to the southwest to reach the buzz of central Orland Park. Renting a vehicle from downtown is another option with unbeatable deals available from Orland Park car rentals.
What is the best time to go to Orland Park?
There's no good or bad time to visit Orland Park, but August, September and December are the liveliest months. Like most of the Northern Hemisphere, summertime begins June 20. If you'd like to spend your days in a lightweight top than a winter coat, this time of year may be ideal for you. Expect average daily highs of 80 ºF and nighttime lows around 65 ºF.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.