Cheap flights To Orland Park (CHI) from $44

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Cheap Flights to Orland Park from $44 One Way, $123 Round Trip

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

Sat, Jul 4 - Sun, Aug 2
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jul 4 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, Aug 2, priced at $123 found 1 day ago
Wed, Sep 30 - Tue, Oct 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Sep 30 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Oct 6, priced at $138 found 1 day ago
Sat, Sep 12 - Sat, Sep 19
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$148 Roundtrip, found 9 hours ago
$148
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Sep 19, priced at $148 found 9 hours ago
Sat, Sep 5 - Sat, Sep 12
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$148 Roundtrip, found 6 hours ago
$148
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Sep 12, priced at $148 found 6 hours ago
Tue, Sep 8 - Wed, Sep 9
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$170 Roundtrip, found 16 hours ago
$170
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Sep 8 from Newark Liberty Intl. Airport to Greater Rockford, returning Wed, Sep 9, priced at $170 found 16 hours ago
Tue, Aug 18 - Tue, Aug 25
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$171 Roundtrip, found 11 hours ago
$171
Roundtrip
found 11 hours ago
Select United flight, departing Tue, Aug 18 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Aug 25, priced at $171 found 11 hours ago
Sat, Sep 5 - Tue, Sep 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$188 Roundtrip, found 6 hours ago
$188
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Los Angeles Intl. to O'Hare Intl., returning Tue, Sep 8, priced at $188 found 6 hours ago
Sat, Oct 31 - Tue, Nov 3
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 31 from Newark Liberty Intl. Airport to Midway Intl., returning Tue, Nov 3, priced at $191 found 1 day ago
Sat, Oct 31 - Tue, Nov 3
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 31 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Nov 3, priced at $191 found 1 day ago
Wed, Sep 30 - Tue, Oct 6
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 30 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Oct 6, priced at $197 found 1 day ago

Orland Park Flight Information

Traveling To
Orland Park
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, United, Delta, Southwest Airlines
Flight Price
$123
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Orland Park economy flight packages

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

Level Chicago - River North

Aug 20 - Aug 23

3 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
Price was $981, price is now $710 per person
$710
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Aug 13 - Aug 20

7 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,660, price is now $1,684 per person
$1,684
per person
found 20 hours ago
The Langham, Chicago
5.0-star property

The Langham, Chicago

Aug 13 - Aug 20

7 night stay

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $4,655, price is now $3,354 per person
$3,354
per person
found 20 hours ago
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Orland Park premium economy flight packages

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

Level Chicago Fulton Market

9.2/10 Wonderful! (504 reviews)

Aug 7 - Aug 9

2 night stay

San Francisco (SFO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,011, price is now $881 per person
$881
per person
found 20 hours ago
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back. The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.

Reviewed on Jul 2, 2026

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,003 reviews)

Aug 7 - Aug 9

2 night stay

San Francisco (SFO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,632, price is now $1,296 per person
$1,296
per person
found 20 hours ago
Fantastic!

Reviewed on Jul 1, 2026

Park Hyatt Chicago
5.0-star property

Park Hyatt Chicago

9.6/10 Exceptional! (1,002 reviews)

Aug 7 - Aug 9

2 night stay

San Francisco (SFO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $1,435, price is now $1,260 per person
$1,260
per person
found 20 hours ago
Arrived 4:30PM, room not ready. Left bags with Bell Desk and went to a business dinner. Returned at 8pm, Bell Desk could not find my bags. Arrived an hour later, they had put them in the wrong room. No offer of any kind to remedy or try to remedy, just “sorry”. Shameful.

Reviewed on Jul 3, 2026

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Orland Park first class flight packages

Price found within the past 48 hours. Click for updated prices.
Omni Chicago Hotel
4.5-star property

Omni Chicago Hotel

9.2/10 Wonderful! (1,821 reviews)

Aug 7 - Aug 9

2 night stay

New York (NYC) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to New York (NYC)

Frontier Airlines • FirstClass
Price was $1,075, price is now $854 per person
$854
per person
found 1 day ago
We enjoyed a mini vacation to our favorite hotel in Chicago. This is our fourth time staying with the Omni and they never disappoint. Easy walk to the Red Line to head to a Cubs game. Steps away from shopping, bars, and restaurants. Thanks for another amazing stay.

Reviewed on Jul 2, 2026

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,323 reviews)

Aug 7 - Aug 9

2 night stay

New York (NYC) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to New York (NYC)

Frontier Airlines • FirstClass
Price was $1,063, price is now $873 per person
$873
per person
found 1 day ago
Very close to shopping, eating, and interstate. Great location. We walked to most of what we wanted to do.

Reviewed on Jul 2, 2026

Nobu Hotel Chicago
5.0-star property

Nobu Hotel Chicago

9.4/10 Exceptional! (873 reviews)

Aug 7 - Aug 9

2 night stay

New York (NYC) to Chicago (ORD)

American Airlines • FirstClass

Chicago (ORD) to New York (NYC)

Frontier Airlines • FirstClass
Price was $1,267, price is now $1,071 per person
$1,071
per person
found 1 day ago
The staff was friendly and helpful. They let us check in early, and I got an upgraded room. Very nice property, I would stay here again.

Reviewed on Jul 2, 2026

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Orland Park

End your search for discount fares on flights to Orland Park. Orbitz has all the best prices on Orland Park flights. With Orbitz, you can expect:

Cheap Deals on Flights to Orland Park

We offer big discounts and last-minute savings on Orland Park flights. We make it easy for you to research, plan, and book your flight to Orland Park — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

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Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Orland Park flights to the actual booking. If you want to cancel your flight to Orland Park, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

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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 $123 and $197 this week. The lowest prices for one-way tickets were $44, departing from Atlanta (ATL).
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.