Cheap flights To Orland Park (CHI) from $25

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Cheap Flights to Orland Park from $25 One Way, $75 Round Trip

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

Tue, Oct 7 - Wed, Oct 8
LGA
LaGuardia
ORD
O'Hare Intl.
$75 Roundtrip, found 1 day ago
$75
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Oct 7 from LaGuardia to O'Hare Intl., returning Wed, Oct 8, priced at $75 found 1 day ago
Mon, Oct 6 - Tue, Oct 7
LGA
LaGuardia
ORD
O'Hare Intl.
$77 Roundtrip, found 8 hours ago
$77
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Mon, Oct 6 from LaGuardia to O'Hare Intl., returning Tue, Oct 7, priced at $77 found 8 hours ago
Mon, Oct 6 - Tue, Oct 7
LGA
LaGuardia
ORD
O'Hare Intl.
$80 Roundtrip, found 8 hours ago
$80
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Mon, Oct 6 from LaGuardia to O'Hare Intl., returning Tue, Oct 7, priced at $80 found 8 hours ago
Wed, Oct 1 - Tue, Oct 7
LGA
LaGuardia
ORD
O'Hare Intl.
$85 Roundtrip, found 1 day ago
$85
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Oct 1 from LaGuardia to O'Hare Intl., returning Tue, Oct 7, priced at $85 found 1 day ago
Fri, Sep 26 - Fri, Oct 3
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Sep 26 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Fri, Oct 3, priced at $88 found 2 days ago
Thu, Oct 23 - Thu, Oct 30
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$91 Roundtrip, found 3 days ago
$91
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Newark Liberty Intl. Airport to Midway Intl., returning Thu, Oct 30, priced at $91 found 3 days ago
Fri, Dec 5 - Mon, Dec 8
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$94 Roundtrip, found 19 hours ago
$94
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Fri, Dec 5 from John F. Kennedy Intl. to O'Hare Intl., returning Mon, Dec 8, priced at $94 found 19 hours ago
Thu, Nov 13 - Mon, Nov 17
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$95 Roundtrip, found 2 days ago
$95
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Mon, Nov 17, priced at $95 found 2 days ago
Fri, Jan 9 - Mon, Jan 12
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$100 Roundtrip, found 9 hours ago
$100
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Fri, Jan 9 from Newark Liberty Intl. Airport to O'Hare Intl., returning Mon, Jan 12, priced at $100 found 9 hours ago
Wed, Nov 12 - Sat, Nov 15
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select United flight, departing Wed, Nov 12 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Sat, Nov 15, priced at $117 found 5 days ago

Orland Park Flight Information

Traveling To
Orland Park
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Southwest Airlines, American Airlines, United
Flight Price
$75
Earliest Departing Flight
Latest Departing Flight

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

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Orland Park economy 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

Oct 17 - Oct 19

2 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Houston (HOU)

Spirit Airlines • Coach
Price was $812, price is now $556 per person
$556
per person
found 1 day ago
JW Marriott Chicago
4.5-star property

JW Marriott Chicago

Oct 30 - Nov 2

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $823, price is now $564 per person
$564
per person
found 1 day ago
The Emily Hotel
4.0-star property

The Emily Hotel

Oct 30 - Nov 2

3 night stay

Houston (HOU) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $878, price is now $622 per person
$622
per person
found 1 day ago
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See all available trips from Houston to Orland Park
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Orland Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (3,363 reviews)

Oct 23 - Oct 27

4 night stay

Minneapolis (MSP) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Minneapolis (MSP)

Delta • FirstClass
Save 100% on your flight
Price was $1,118, price is now $834 per person
$834
per person
found 1 day ago
Great location, wonderful views and attentive staff made this an enjoyable stay. Super convenient for enjoying the sites of an amazing city.

Reviewed on Sep 16, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,714 reviews)

Oct 23 - Oct 27

4 night stay

Minneapolis (MSP) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Minneapolis (MSP)

Delta • FirstClass
Save 100% on your flight
Price was $1,809, price is now $1,245 per person
$1,245
per person
found 1 day ago
Every employee makes every guest feel like a rockstar. Commitment to quality and guest experience is evident.

Reviewed on Sep 14, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (347 reviews)

Oct 23 - Oct 27

4 night stay

Minneapolis (MSP) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to Minneapolis (MSP)

Delta • FirstClass
Save 100% on your flight
Price was $1,274, price is now $931 per person
$931
per person
found 1 day ago
Front desk and maintenance staff was amazing super succeeded our expectations i will return gor future dates

Reviewed on Feb 16, 2024

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See all available trips from Minneapolis to Orland Park
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Orland Park

Orbitz is your one stop for guaranteed low prices on Orland Park flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

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Our state of the art mobile apps will allow you to book cheap flights to Orland Park from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

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 $75 and $117 this week. The lowest prices for one-way tickets were $25, departing from New York (LGA).
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.

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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.