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Orland Park

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Orland Park Flights as Low as $94

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

Frontier Airlines
Sat, Aug 22 - Tue, Aug 25
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$94 Roundtrip, found 3 days ago
$94
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Aug 25, priced at $94 found 3 days ago
Frontier Airlines
Wed, Sep 16 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$123 Roundtrip, found 5 hours ago
$123
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 29, priced at $123 found 5 hours ago
Frontier Airlines
Wed, Sep 30 - Sat, Oct 3
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$138 Roundtrip, found 18 hours ago
$138
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Wed, Sep 30 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Oct 3, priced at $138 found 18 hours ago
Bargain Flight
Tue, Aug 25 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$169 Roundtrip, found 3 hours ago
$169
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 26, priced at $169 found 3 hours ago
Delta
Wed, Aug 12 - Tue, Aug 18
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Aug 12 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Aug 18, priced at $177 found 5 days ago
Frontier Airlines
Sat, Sep 12 - Sun, Sep 13
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Dallas-Fort Worth Intl. to Midway Intl., returning Sun, Sep 13, priced at $189 found 2 days ago
American Airlines
Wed, Aug 19 - Thu, Aug 20
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$195 Roundtrip, found 7 hours ago
$195
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Aug 19 from Newark Liberty Intl. Airport to O'Hare Intl., returning Thu, Aug 20, priced at $195 found 7 hours ago
Delta
Tue, Oct 6 - Sat, Oct 10
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$223 Roundtrip, found 8 hours ago
$223
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Oct 6 from Newark Liberty Intl. Airport to Midway Intl., returning Sat, Oct 10, priced at $223 found 8 hours ago
Delta
Wed, Aug 26 - Sat, Sep 5
DAL
Love Field
ORD
O'Hare Intl.
$226 Roundtrip, found 5 days ago
$226
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Aug 26 from Love Field to O'Hare Intl., returning Sat, Sep 5, priced at $226 found 5 days ago
Delta
Tue, Aug 25 - Wed, Aug 26
SFO
San Francisco Intl.
MDW
Midway Intl.
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Aug 25 from San Francisco Intl. to Midway Intl., returning Wed, Aug 26, priced at $237 found 5 days ago
Delta
Tue, Sep 1 - Tue, Sep 22
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 1 from San Francisco Intl. to O'Hare Intl., returning Tue, Sep 22, priced at $237 found 4 days ago
Alaska Airlines
Tue, Sep 22 - Sat, Oct 10
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$279 Roundtrip, found 4 days ago
$279
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Tue, Sep 22 from San Francisco Intl. to O'Hare Intl., returning Sat, Oct 10, priced at $279 found 4 days ago
Contour Airlines
Tue, Aug 25 - Thu, Aug 27
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Tue, Aug 25 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Aug 27, priced at $294 found 1 day ago
Delta
Tue, Oct 13 - Wed, Oct 14
DAL
Love Field
MDW
Midway Intl.
$311 Roundtrip, found 8 hours ago
$311
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Oct 13 from Love Field to Midway Intl., returning Wed, Oct 14, priced at $311 found 8 hours ago
American Airlines
Wed, Jul 1 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$311 Roundtrip, found 18 hours ago
$311
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Jul 4, priced at $311 found 18 hours ago
American Airlines
Thu, Jan 21 - Tue, Jan 26
DFW
Dallas-Fort Worth Intl.
RFD
Greater Rockford
$329 Roundtrip, found 8 hours ago
$329
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Thu, Jan 21 from Dallas-Fort Worth Intl. to Greater Rockford, returning Tue, Jan 26, priced at $329 found 8 hours ago

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 August, 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 $94, 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 $94 right now, why wait?

Orland Park Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$120

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! (10,280 reviews)
"I really enjoyed this hotel. It’s right next to the pier which means great views/ morning walks. Staff was very helpful and friendly"

Reviewed on Jun 15, 2026

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Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (3,104 reviews)
"Clean and comfortable room, great views, pool and location"

Reviewed on Jun 15, 2026

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InterContinental Chicago Magnificent Mile by IHG
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,794 reviews)
"Modern interior design of the lobby and cleanliness of the room."

Reviewed on Jun 14, 2026

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Hotel Felix River North/Magnificent Mile
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (2,645 reviews)
"First night there was no hot water. I called downstairs to ask if there is a hot water guy said: “Yeah, we sometimes don't have a hot water, anything else?”"

Reviewed on Jun 15, 2026

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Travelodge by Wyndham Downtown Chicago
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (3,114 reviews)
"My A/C was broke (and I was here in June), which I noticed as soon as I entered room. I notified desk on night 1, who said maintenance would address on day 2. Nothing was done day 2, so I went to front desk again. They said to come back day 3 morning and also gave me manager email for any complaints. ..."

Reviewed on Jun 14, 2026

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Freehand Chicago
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! (2,200 reviews)
"My wife was disappointed that the hotel did not provide room slippers or bathrobes. Upon cleaning the room, the bathroom products were not replaced/refilled. The cleaners did not replace the used coffee mugs."

Reviewed on Jun 15, 2026

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Fairmont Chicago at Millennium Park
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (2,252 reviews)
"They had a taxi machine that made it really easy to get around."

Reviewed on Jun 14, 2026

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Crowne Plaza Chicago West Loop by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (2,389 reviews)
"This hotel is on the brink, and it could go either up or down. The location is absolutely wonderful, right across the street from the Merchandise Mart, the beautiful RiverWalk, 1 block from some good restaurants and fun pubs. The waitstaff at the restaurant were excellent! However, in the room... ..."

Reviewed on Jun 15, 2026

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Holiday Inn Chicago Dwtn - The Mart by IHG
See all 3,384 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.