Search Cheap Flights to
Hillside

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Hillside Flights as Low as $78

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

Spirit Airlines
Tue, Apr 22 - Tue, Apr 29
LGA
LaGuardia
ORD
O'Hare Intl.
$78 Roundtrip, just found
$78
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 22 from LaGuardia to O'Hare Intl., returning Tue, Apr 29, priced at $78 just found
Spirit Airlines
Mon, Mar 24 - Tue, Apr 1
LGA
LaGuardia
ORD
O'Hare Intl.
$85 Roundtrip, found 6 days ago
$85
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Mar 24 from LaGuardia to O'Hare Intl., returning Tue, Apr 1, priced at $85 found 6 days ago
Spirit Airlines
Sat, May 10 - Tue, May 20
LGA
LaGuardia
ORD
O'Hare Intl.
$87 Roundtrip, found 4 days ago
$87
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, May 10 from LaGuardia to O'Hare Intl., returning Tue, May 20, priced at $87 found 4 days ago
Frontier Airlines
Wed, Apr 9 - Mon, Apr 14
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$89 Roundtrip, found 6 days ago
$89
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Apr 9 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Mon, Apr 14, priced at $89 found 6 days ago
Frontier Airlines
Tue, Apr 8 - Sat, Apr 12
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Apr 8 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Sat, Apr 12, priced at $111 found 1 day ago
Frontier Airlines
Thu, Apr 24 - Tue, Apr 29
LGA
LaGuardia
MDW
Midway Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Apr 24 from LaGuardia to Midway Intl., returning Tue, Apr 29, priced at $117 just found
Spirit Airlines
Wed, Apr 2 - Wed, Apr 9
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 6 days ago
$125
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Apr 2 from Los Angeles Intl. to O'Hare Intl., returning Wed, Apr 9, priced at $125 found 6 days ago
Delta
Sat, Apr 26 - Mon, May 5
LGA
LaGuardia
ORD
O'Hare Intl.
$150 Roundtrip, just found
$150
Roundtrip
just found
Select Delta flight, departing Sat, Apr 26 from LaGuardia to O'Hare Intl., returning Mon, May 5, priced at $150 just found
Frontier Airlines
Tue, Apr 29 - Wed, May 7
LAX
Los Angeles Intl.
MDW
Midway Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Apr 29 from Los Angeles Intl. to Midway Intl., returning Wed, May 7, priced at $150 found 2 days ago
United
Fri, Apr 25 - Sun, Apr 27
LGA
LaGuardia
ORD
O'Hare Intl.
$151 Roundtrip, just found
$151
Roundtrip
just found
Select United flight, departing Fri, Apr 25 from LaGuardia to O'Hare Intl., returning Sun, Apr 27, priced at $151 just found
American Airlines
Sat, Jun 7 - Wed, Jun 11
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$159 Roundtrip, found 4 hours ago
$159
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Jun 7 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Wed, Jun 11, priced at $159 found 4 hours ago
Frontier Airlines
Thu, Mar 27 - Wed, Apr 2
PWM
Portland Intl. Jetport
ORD
O'Hare Intl.
$171 Roundtrip, found 5 days ago
$171
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Mar 27 from Portland Intl. Jetport to O'Hare Intl., returning Wed, Apr 2, priced at $171 found 5 days ago
Hawaiian Airlines
Tue, Apr 15 - Tue, Apr 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$230 Roundtrip, found 5 days ago
$230
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Tue, Apr 15 from Los Angeles Intl. to O'Hare Intl., returning Tue, Apr 22, priced at $230 found 5 days ago
Alaska Airlines
Tue, Apr 15 - Tue, Apr 22
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$230 Roundtrip, found 5 days ago
$230
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Apr 15 from Los Angeles Intl. to O'Hare Intl., returning Tue, Apr 22, priced at $230 found 5 days ago
JetBlue Airways
Mon, Mar 31 - Mon, Apr 7
PWM
Portland Intl. Jetport
ORD
O'Hare Intl.
$298 Roundtrip, found 5 days ago
$298
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Mar 31 from Portland Intl. Jetport to O'Hare Intl., returning Mon, Apr 7, priced at $298 found 5 days ago
Sun Country Airlines
Fri, May 16 - Sun, May 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$431 Roundtrip, found 2 days ago
$431
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Fri, May 16 from Los Angeles Intl. to O'Hare Intl., returning Sun, May 18, priced at $431 found 2 days ago

Cheap Flights to Hillside

Fall in love at first flight with your vacation to Hillside 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 Hillside on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Hillside, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Hillside

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Hillside 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 Hillside?

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 Hillside are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Hillside?

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 Hillside.

What airport is best to fly into Hillside?

When you’re planning your trip to Hillside, convenience is the name of the game. Luckily, Hillside O'Hare Intl. Airport is nearby so you can deplane and get going on checking off everything on your Hillside must-do list.

How much are flights to Hillside?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Hillside on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $78, 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 Hillside?

The trick to saving a stack of cash on your flight to Hillside? 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 $78 right now, why wait?

Hillside Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$78

Last Minute Hotel Deals in Hillside

River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $113 per night from Mar 23 to Mar 24
$113
includes taxes & fees
Mar 23 - Mar 24
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! (3,876 reviews)
"Good location. Reasonable price."

Reviewed on Mar 13, 2025

River Hotel
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 21 to Mar 22
$193
includes taxes & fees
Mar 21 - Mar 22
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! (1,827 reviews)
We absolutely loved the window seat in the room!!
"The window seat was an incredible touch with a great view, delicious top of the line coffee machine in the lobby, housekeeping was awesome as well. I’ll say there’s not really a doorman & you kinda have to bring up your own bags depending on the staffing but small minor things compared to the rest ..."

Reviewed on Mar 11, 2025

L7 Chicago by LOTTE
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $157 per night from Mar 23 to Mar 24
$157
includes taxes & fees
Mar 23 - Mar 24
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! (8,567 reviews)
"This property was within walking distance of both the Contemporary Art Museym and the Art Institute of Chicago."

Reviewed on Mar 11, 2025

Congress Plaza Hotel
Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
The price is $131 per night from Mar 23 to Mar 24
$131
includes taxes & fees
Mar 23 - Mar 24
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,363 reviews)
"Very quiet, clean, and all of the staff were very friendly"

Reviewed on Mar 10, 2025

Hyatt Regency O'Hare 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 $137 per night from Mar 23 to Mar 24
$137
includes taxes & fees
Mar 23 - Mar 24
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! (3,046 reviews)
"The hotel was close to where we needed to be. We felt safe and staff was great."

Reviewed on Mar 12, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
The price is $164 per night from Mar 21 to Mar 22
$164
includes taxes & fees
Mar 21 - Mar 22
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"the staff were sooo lovely, the Starbucks was delicious the bar was great overall 10/10"

Reviewed on Mar 11, 2025

The Westin Michigan Avenue Chicago
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 $133 per night from Mar 23 to Mar 24
$133
includes taxes & fees
Mar 23 - Mar 24
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! (1,002 reviews)
"Great location! Easy parking, beautiful facilities"

Reviewed on Mar 11, 2025

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
The price is $214 per night from Mar 21 to Mar 22
$214
includes taxes & fees
Mar 21 - Mar 22
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! (1,681 reviews)
"Clean, friendly staff, had no issues"

Reviewed on Mar 11, 2025

Hilton Chicago
See all 4,710 properties in Hillside
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.

Top Hotels With Free Airport Shuttle

Best Western Plus Chicago Hillside
Best Western Plus Chicago Hillside
3 out of 5
4400 Frontage Road, Hillside, IL
The price is $98 per night from Mar 23 to Mar 24
$98
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star business-friendly hotel in Hillside. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.4/10 Good! (1,001 reviews)
"The front desk was very polite and helpful, rooms were very clean and the bar was fantastic as always"

Reviewed on Mar 6, 2025

Best Western Plus Chicago Hillside
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
2.5 out of 5
200 S Mannheim Road, Hillside, IL
The price is $105 per night from Apr 3 to Apr 4
$105
includes taxes & fees
Apr 3 - Apr 4
Book a stay at this business-friendly hotel in Hillside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
6.8/10 (1,000 reviews)
"Was easy to check in, friendly"

Reviewed on Mar 10, 2025

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
See all 4,710 properties in Hillside
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.