Search Cheap Flights to
Hillside

Name: Hilton Chicago
Price range: $214
Rating: 8.2

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Hillside Flights as Low as $81

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

All deals

One way

Roundtrip

Tue, May 6 - Tue, May 13

EWR

Newark Liberty Intl. Airport

ORD

O'Hare Intl.

$81

Roundtrip

found 1 day ago

Mon, Mar 24 - Tue, Apr 1

LGA

LaGuardia

ORD

O'Hare Intl.

$85

Roundtrip

found 4 days ago

Sat, May 10 - Tue, May 20

LGA

LaGuardia

ORD

O'Hare Intl.

$87

Roundtrip

found 2 days ago

Thu, May 8 - Tue, May 20

LGA

LaGuardia

ORD

O'Hare Intl.

$87

Roundtrip

found 2 days ago

Wed, May 7 - Sat, May 10

EWR

Newark Liberty Intl. Airport

ORD

O'Hare Intl.

$88

Roundtrip

found 1 day ago

Thu, Apr 3 - Mon, Apr 7

LGA

LaGuardia

ORD

O'Hare Intl.

$90

Roundtrip

found 6 days ago

Tue, Apr 8 - Tue, Apr 15

EWR

Newark Liberty Intl. Airport

ORD

O'Hare Intl.

$94

Roundtrip

found 12 hours ago

Thu, May 8 - Sat, May 10

EWR

Newark Liberty Intl. Airport

ORD

O'Hare Intl.

$95

Roundtrip

found 1 day ago

Wed, Apr 2 - Mon, Apr 7

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$95

Roundtrip

found 2 days ago

Tue, Apr 15 - Thu, Apr 17

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$95

Roundtrip

found 3 days ago

Fri, Apr 4 - Mon, Apr 28

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$103

Roundtrip

found 1 day ago

Mon, Apr 21 - Fri, Apr 25

JFK

John F. Kennedy Intl.

ORD

O'Hare Intl.

$137

Roundtrip

found 5 days ago

Fri, Apr 4 - Mon, Apr 28

MSP

Minneapolis - St. Paul Intl.

ORD

O'Hare Intl.

$137

Roundtrip

found 1 day ago

Tue, May 6 - Sun, May 11

EWR

Newark Liberty Intl. Airport

ORD

O'Hare Intl.

$156

Roundtrip

found 1 day ago

Mon, Mar 24 - Wed, Mar 26

MSP

Minneapolis - St. Paul Intl.

MDW

Midway Intl.

$170

Roundtrip

found 2 days ago

Sat, Mar 15 - Tue, Mar 18

EWR

Newark Liberty Intl. Airport

MDW

Midway Intl.

$372

Roundtrip

found 3 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 May, 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 $81, 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 $81 right now, why wait?

Hillside Flight Information
Destination airport	O'Hare Intl.
Destination airport IATA code	ORD
Roundtrip price	$63

Last Minute Hotel Deals in Hillside

River Hotel

75 East Wacker Drive, Chicago, IL

$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! (3,875 reviews)

"Like it"

Reviewed on Mar 9, 2025

L7 Chicago by LOTTE

225 N Wabash Ave, Chicago, IL

$189

includes taxes & fees

Mar 13 - Mar 14

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

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

$157

includes taxes & fees

Mar 26 - Mar 27

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

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave, Rosemont, IL

$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

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

$128

includes taxes & fees

Mar 13 - Mar 14

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

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL

$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! (1,005 reviews)

"We loved our stay. Had an amazing time, we were extremely comfortable, and the house keeping did a fantastic job. Location and view from room was awesome. May have preferred being up a few floors but didn’t think to ask. 100% recommend"

Reviewed on Feb 24, 2025

Crowne Plaza Chicago West Loop by IHG

25 South Halsted Street, Chicago, IL

$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

Hilton Chicago

720 S Michigan Ave, Chicago, IL

$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

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

4400 Frontage Road, Hillside, IL

$93

includes taxes & fees

Mar 16 - Mar 17

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

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG

200 S Mannheim Road, Hillside, IL

$100

includes taxes & fees

Mar 23 - Mar 24

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

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.

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