Cheap flights To Orland Park (CHI) from $29

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Cheap Flights to Orland Park from $29 One Way, $62 Round Trip

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

Fri, Feb 20 - Tue, Feb 24
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$62 Roundtrip, found 11 hours ago
$62
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, Feb 20 from Sky Harbor Intl. to O'Hare Intl., returning Tue, Feb 24, priced at $62 found 11 hours ago
Wed, Apr 8 - Wed, Apr 8
DEN
Denver Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 3 days ago
$68
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Apr 8 from Denver Intl. to O'Hare Intl., returning Wed, Apr 8, priced at $68 found 3 days ago
Fri, Feb 27 - Sat, Mar 7
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$73 Roundtrip, found 3 days ago
$73
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Feb 27 from Sky Harbor Intl. to Midway Intl., returning Sat, Mar 7, priced at $73 found 3 days ago
Wed, Feb 25 - Tue, Mar 3
SAT
San Antonio Intl.
ORD
O'Hare Intl.
$95 Roundtrip, found 1 day ago
$95
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Feb 25 from San Antonio Intl. to O'Hare Intl., returning Tue, Mar 3, priced at $95 found 1 day ago
Fri, Mar 13 - Wed, Mar 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Mar 13 from Los Angeles Intl. to O'Hare Intl., returning Wed, Mar 18, priced at $120 found 1 day ago
Sat, Feb 21 - Sat, Feb 28
DEN
Denver Intl.
MDW
Midway Intl.
$131 Roundtrip, found 4 days ago
$131
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Denver Intl. to Midway Intl., returning Sat, Feb 28, priced at $131 found 4 days ago
Mon, Feb 23 - Mon, Mar 2
SAT
San Antonio Intl.
MDW
Midway Intl.
$149 Roundtrip, found 3 days ago
$149
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Feb 23 from San Antonio Intl. to Midway Intl., returning Mon, Mar 2, priced at $149 found 3 days ago
Sat, Feb 21 - Tue, Feb 24
LAX
Los Angeles Intl.
MDW
Midway Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 21 from Los Angeles Intl. to Midway Intl., returning Tue, Feb 24, priced at $160 found 1 day ago
Thu, Apr 9 - Sat, Apr 11
DEN
Denver Intl.
ORD
O'Hare Intl.
$172 Roundtrip, found 14 hours ago
$172
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Thu, Apr 9 from Denver Intl. to O'Hare Intl., returning Sat, Apr 11, priced at $172 found 14 hours ago
Thu, Apr 9 - Sat, Apr 11
DEN
Denver Intl.
MDW
Midway Intl.
$177 Roundtrip, found 14 hours ago
$177
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Thu, Apr 9 from Denver Intl. to Midway Intl., returning Sat, Apr 11, priced at $177 found 14 hours ago

Orland Park Flight Information

Traveling To
Orland Park
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, Southwest Airlines
Flight Price
$62
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

Book Your Flight & Hotel Together & Save

Orland Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

Mar 13 - Mar 16

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Price was $700, price is now $533 per person
$533
per person
found 1 day ago
La Banque Hotel
4.0-star property

La Banque Hotel

Mar 25 - Mar 29

4 night stay

Phoenix (PHX) to Chicago (ORD)

Frontier Airlines • Coach

Chicago (ORD) to Phoenix (PHX)

Delta • Coach
Save 100% on your flight
Price was $891, price is now $640 per person
$640
per person
found 18 hours ago
Waldorf Astoria Chicago
5.0-star property

Waldorf Astoria Chicago

Mar 19 - Mar 22

3 night stay

Dallas (DFW) to Chicago (ORD)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,234, price is now $953 per person
$953
per person
found 1 day ago
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See all available trips from Dallas to Orland Park
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Orland Park first class flight packages

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

Arlo Chicago

9.2/10 Wonderful! (1,862 reviews)

Mar 12 - Mar 15

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • FirstClass
Price was $1,556, price is now $1,408 per person
$1,408
per person
found 20 hours ago
The stay in ARLO hotel Chicago was very pleasant. The room was clean and warm. The staff was very helpful and friendly. I would recommend ARLO hotel Chicago to everyone who is planning to visit Chicago. Thank you.

Reviewed on Jan 25, 2026

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,264 reviews)

Mar 12 - Mar 15

3 night stay

Dallas (DFW) to Chicago (ORD)

Delta • Non-stop roundtrip • FirstClass
Price was $1,686, price is now $1,521 per person
$1,521
per person
found 20 hours ago
Cute and trendy hotwl but there was a loud party on-site which ruined experience. It felt clean but our mini fridge had takeout left from former guest, so maid service obviously missed that.

Reviewed on Jul 26, 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG
3.0-star property

Staybridge Suites Chicago O'Hare - Rosemont by IHG

9/10 Wonderful! (1,004 reviews)

Mar 20 - Mar 22

2 night stay

Dallas (DAL) to Chicago (ORD)

Delta • Non-stop roundtrip • FirstClass
Price was $1,926, price is now $1,891 per person
$1,891
per person
found 1 day ago
Spotless room, clean breakfast area, shuttles on time.

Reviewed on Dec 4, 2025

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See all available trips from Dallas to Orland Park
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Orland Park

Why search for low cost fares on your flights to Orland Park when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

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Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Orland Park but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

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 $62 and $177 this week. The lowest prices for one-way tickets were $29, departing from Phoenix (PHX).
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.