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Orland Park

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Orland Park Flights as Low as $97

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

JetBlue Airways
Sun, Jun 8 - Tue, Jun 10
BOS
Logan Intl.
ORD
O'Hare Intl.
$97 Roundtrip, just found
$97
Roundtrip
just found
Select JetBlue Airways flight, departing Sun, Jun 8 from Logan Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $97 just found
Delta
Tue, Jul 1 - Tue, Aug 5
BOS
Logan Intl.
ORD
O'Hare Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 1 from Logan Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $97 found 1 day ago
Delta
Sat, May 3 - Sat, May 10
BOS
Logan Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, May 3 from Logan Intl. to O'Hare Intl., returning Sat, May 10, priced at $98 found 2 days ago
Spirit Airlines
Fri, Apr 18 - Sun, Apr 20
MCO
Orlando Intl.
ORD
O'Hare Intl.
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Fri, Apr 18 from Orlando Intl. to O'Hare Intl., returning Sun, Apr 20, priced at $102 found 1 hour ago
United
Tue, Aug 19 - Sat, Aug 23
BOS
Logan Intl.
ORD
O'Hare Intl.
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
Select United flight, departing Tue, Aug 19 from Logan Intl. to O'Hare Intl., returning Sat, Aug 23, priced at $103 found 5 days ago
United
Tue, Aug 19 - Sat, Aug 23
BOS
Logan Intl.
ORD
O'Hare Intl.
$104 Roundtrip, found 5 days ago
$104
Roundtrip
found 5 days ago
Select United flight, departing Tue, Aug 19 from Logan Intl. to O'Hare Intl., returning Sat, Aug 23, priced at $104 found 5 days ago
JetBlue Airways
Sat, Jun 7 - Tue, Jun 10
BOS
Logan Intl.
ORD
O'Hare Intl.
$107 Roundtrip, just found
$107
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Jun 7 from Logan Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $107 just found
Delta
Tue, Apr 8 - Tue, Apr 22
BOS
Logan Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 22 hours ago
$108
Roundtrip
found 22 hours ago
Select Delta flight, departing Tue, Apr 8 from Logan Intl. to O'Hare Intl., returning Tue, Apr 22, priced at $108 found 22 hours ago
Delta
Wed, Apr 16 - Tue, Apr 22
BOS
Logan Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 17 hours ago
$108
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Apr 16 from Logan Intl. to O'Hare Intl., returning Tue, Apr 22, priced at $108 found 17 hours ago
American Airlines
Fri, Jun 27 - Mon, Jun 30
BOS
Logan Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 7 hours ago
$137
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Jun 27 from Logan Intl. to O'Hare Intl., returning Mon, Jun 30, priced at $137 found 7 hours ago
Frontier Airlines
Tue, Jun 24 - Tue, Jul 1
DEN
Denver Intl.
MDW
Midway Intl.
$148 Roundtrip, found 23 hours ago
$148
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, Jun 24 from Denver Intl. to Midway Intl., returning Tue, Jul 1, priced at $148 found 23 hours ago
American Airlines
Wed, Apr 23 - Sat, Apr 26
DEN
Denver Intl.
ORD
O'Hare Intl.
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Apr 23 from Denver Intl. to O'Hare Intl., returning Sat, Apr 26, priced at $159 found 5 days ago
Frontier Airlines
Tue, Apr 1 - Tue, Apr 8
MCO
Orlando Intl.
MDW
Midway Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Orlando Intl. to Midway Intl., returning Tue, Apr 8, priced at $173 found 1 day ago
Frontier Airlines
Tue, Apr 8 - Sat, Apr 12
BUF
Buffalo Niagara Intl.
ORD
O'Hare Intl.
$210 Roundtrip, found 2 hours ago
$210
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Apr 8 from Buffalo Niagara Intl. to O'Hare Intl., returning Sat, Apr 12, priced at $210 found 2 hours ago
Delta
Tue, May 27 - Tue, Jun 3
BOS
Logan Intl.
MDW
Midway Intl.
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 27 from Logan Intl. to Midway Intl., returning Tue, Jun 3, priced at $253 found 1 day ago
Frontier Airlines
Wed, Mar 26 - Tue, Apr 1
BUF
Buffalo Niagara Intl.
MDW
Midway Intl.
$259 Roundtrip, found 22 hours ago
$259
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Wed, Mar 26 from Buffalo Niagara Intl. to Midway Intl., returning Tue, Apr 1, priced at $259 found 22 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 June, 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 16 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 $97, 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 $97 right now, why wait?

Orland Park Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$134

Last Minute Hotel Deals in Orland Park

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
The price is $149 per night from Apr 13 to Apr 14
$149
includes taxes & fees
Apr 13 - Apr 14
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (3,740 reviews)
"I enjoyed the hospitality and the complimentary drinks and small bites."

Reviewed on Mar 22, 2025

Embassy Suites by Hilton Chicago Downtown River North
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $136 per night from Mar 30 to Mar 31
$136
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,956 reviews)
"Clean !! Excellent service and staff.. Extremely clean and comfortable!!"

Reviewed on Mar 24, 2025

River Hotel
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
The price is $115 per night from Mar 30 to Mar 31
$115
includes taxes & fees
Mar 30 - Mar 31
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.6/10 Excellent! (1,019 reviews)
"Excellent"

Reviewed on Mar 24, 2025

Crowne Plaza Chicago West Loop by IHG
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 out of 5
225 N Wabash Ave, Chicago, IL
The price is $193 per night from Mar 25 to Mar 26
$193
includes taxes & fees
Mar 25 - Mar 26
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and ...
9.6/10 Exceptional! (1,926 reviews)
"Loved how central the location was! Staff were great about helping with suggestions for dining, shopping and sightseeing!"

Reviewed on Mar 23, 2025

L7 Chicago by LOTTE
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
The price is $224 per night from Apr 4 to Apr 5
$224
includes taxes & fees
Apr 4 - Apr 5
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
8.8/10 Excellent! (1,983 reviews)
"Very convenient location with many food, shopping and activities to choose from. Walkable and safe at all times."

Reviewed on Mar 22, 2025

Swissotel - Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3 out of 5
10 E Grand Ave, Chicago, IL
The price is $121 per night from Apr 6 to Apr 7
$121
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (3,101 reviews)
Hotel experience
"Excellent customer service. They let us check in a few hours early. The bathroom could have been cleaner. The knobs that hold the toilet seat on could use a scrub or switch them out for some clean ones. Headboard was not clean, noticeable finger prints/foot on it. Overall things were good"

Reviewed on Mar 23, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $147 per night from Apr 2 to Apr 3
$147
includes taxes & fees
Apr 2 - Apr 3
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,614 reviews)
"It’s very convenient and everyone is very nice"

Reviewed on Mar 23, 2025

Congress Plaza Hotel
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
The price is $214 per night from Apr 6 to Apr 7
$214
includes taxes & fees
Apr 6 - Apr 7
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,725 reviews)
"I enjoyed my stay"

Reviewed on Mar 24, 2025

Hilton Chicago
See all 3,096 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.