Search Cheap Flights to
Orland Park

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Orland Park Flights as Low as $99

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

Frontier Airlines
Mon, Sep 14 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$99 Roundtrip, found 5 days ago
$99
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Sep 14 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 29, priced at $99 found 5 days ago
Frontier Airlines
Tue, Sep 15 - Mon, Sep 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$100 Roundtrip, found 5 days ago
$100
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Sep 28, priced at $100 found 5 days ago
Frontier Airlines
Thu, Sep 17 - Mon, Sep 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$102 Roundtrip, found 5 days ago
$102
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Sep 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Sep 28, priced at $102 found 5 days ago
Frontier Airlines
Mon, Aug 24 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Aug 24 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Aug 26, priced at $110 found 4 days ago
Frontier Airlines
Tue, Aug 11 - Tue, Aug 18
MCO
Orlando Intl.
ORD
O'Hare Intl.
$112 Roundtrip, found 22 hours ago
$112
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Orlando Intl. to O'Hare Intl., returning Tue, Aug 18, priced at $112 found 22 hours ago
Delta
Wed, Jul 1 - Wed, Jul 22
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jul 1 from Minneapolis - St. Paul Intl. to Midway Intl., returning Wed, Jul 22, priced at $137 found 3 days ago
Delta
Tue, Sep 15 - Tue, Sep 22
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 10 hours ago
$137
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Sep 15 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Sep 22, priced at $137 found 10 hours ago
United
Tue, Sep 15 - Tue, Sep 22
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 10 hours ago
$137
Roundtrip
found 10 hours ago
Select United flight, departing Tue, Sep 15 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Sep 22, priced at $137 found 10 hours ago
Sun Country Airlines
Wed, Jul 1 - Sat, Jul 4
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 20 hours ago
$157
Roundtrip
found 20 hours ago
Select Sun Country Airlines flight, departing Wed, Jul 1 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Jul 4, priced at $157 found 20 hours ago
American Airlines
Tue, Sep 15 - Tue, Sep 22
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$165 Roundtrip, found 10 hours ago
$165
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Sep 15 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Sep 22, priced at $165 found 10 hours ago
Delta
Wed, Sep 16 - Tue, Sep 29
MEM
Memphis Intl.
MDW
Midway Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 16 from Memphis Intl. to Midway Intl., returning Tue, Sep 29, priced at $197 found 5 days ago
Delta
Tue, Aug 4 - Tue, Aug 18
MEM
Memphis Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 4 from Memphis Intl. to O'Hare Intl., returning Tue, Aug 18, priced at $197 found 4 days ago
Frontier Airlines
Tue, Jun 9 - Wed, Jun 17
MCO
Orlando Intl.
MDW
Midway Intl.
$204 Roundtrip, found 5 days ago
$204
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Orlando Intl. to Midway Intl., returning Wed, Jun 17, priced at $204 found 5 days ago
American Airlines
Wed, May 27 - Thu, May 28
MCO
Orlando Intl.
RFD
Greater Rockford
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Greater Rockford, returning Thu, May 28, priced at $222 found 5 days ago
American Airlines
Tue, Jun 23 - Sat, Jun 27
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$276 Roundtrip, found 3 days ago
$276
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 23 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Jun 27, priced at $276 found 3 days ago
JetBlue Airways
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $297 found 2 days 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 September, 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 $99, 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 $99 right now, why wait?

Orland Park Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$99

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! (10,134 reviews)
"Great location. Walkable to all the downtown attractions. Historical hotel with updated rooms. Highly recommend."

Reviewed on May 23, 2026

Get rates
Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,221 reviews)
"The room is clean. The location is great with many nice shops nearby, including the Starbucks Reserve Roastery. It’s within walking distance to Navy Pier, Willis Tower, boat ride and many other architectural marvels. The breakfast is good with some variations each day. The staff are generally friendly ..."

Reviewed on May 24, 2026

Get rates
Hotel Riu Plaza Chicago
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! (2,717 reviews)
"Too small room no refrigerator no microwave over prized vallet parking when they park in open public parking space which cost less."

Reviewed on May 23, 2026

Get rates
Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,194 reviews)
"Great staff at the front desk, but the hotel room overall was just ok - small and a bit old. The bedding was nice. The positive was a convenient location and good price, the drawbacks were no restaurant or bar onsite, no real lobby to lounge in. Overall ok, but not great."

Reviewed on May 23, 2026

Get rates
River Hotel
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! (3,020 reviews)
"The staff was lovely as always. The room was nice and clean."

Reviewed on May 22, 2026

Get rates
Freehand Chicago
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! (2,325 reviews)
"The location is very good, but the hotel needs to make some improvements. First, when you enter, there is a strong smell of humidity, which I imagine is coming from the carpet. The same smell was noticeable in the hallways and in the room. In the room, I found that the sink was clogged, and the shower ..."

Reviewed on May 21, 2026

Get rates
Holiday Inn Chicago Dwtn - The Mart by IHG
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! (2,165 reviews)
"This is my new go-to-first choice hotel in Chicago. Location is centrally located, slightly off the beaten track, and unbelievably quiet. Staff is welcoming and especially kind. Very comfortable room with a bed that feels like sleeping on a cloud. The tub was unexpectedly long with a separate shower. ..."

Reviewed on May 23, 2026

Get rates
Fairmont Chicago at Millennium Park
Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile

3 out of 5
243 E. Ontario Chicago IL
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (3,240 reviews)
"Valet parking was easy and worth the extra money to be able to take your car in and out of it a few times during your stay. Hotel room had great views on the 18th floor with tall ceilings. Room was clean and had everything I needed and lots of space. The bathroom barn door style was sticking at one ..."

Reviewed on May 20, 2026

Get rates
Aloft by Marriott Chicago Mag Mile
See all 3,412 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.