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Hillside

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Hillside Flights as Low as $118

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

Frontier Airlines
Thu, Oct 15 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 15 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 20, priced at $118 just found
Frontier Airlines
Wed, Sep 30 - Mon, Oct 5
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Sep 30 from George Bush Intercontinental to O'Hare Intl., returning Mon, Oct 5, priced at $120 found 2 days ago
Frontier Airlines
Sat, Sep 12 - Tue, Sep 15
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$158 Roundtrip, found 6 days ago
$158
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Sep 12 from San Francisco Intl. to O'Hare Intl., returning Tue, Sep 15, priced at $158 found 6 days ago
Frontier Airlines
Wed, Dec 2 - Thu, Dec 3
IAH
George Bush Intercontinental
MDW
Midway Intl.
$190 Roundtrip, found 3 hours ago
$190
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from George Bush Intercontinental to Midway Intl., returning Thu, Dec 3, priced at $190 found 3 hours ago
American Airlines
Thu, Oct 15 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select American Airlines flight, departing Thu, Oct 15 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 20, priced at $197 just found
United
Fri, Nov 6 - Mon, Nov 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select United flight, departing Fri, Nov 6 from Los Angeles Intl. to O'Hare Intl., returning Mon, Nov 16, priced at $197 found 3 hours ago
Delta
Thu, Oct 15 - Tue, Oct 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Thu, Oct 15 from Los Angeles Intl. to O'Hare Intl., returning Tue, Oct 20, priced at $197 just found
Southwest Airlines
Sat, Sep 26 - Wed, Sep 30
LAX
Los Angeles Intl.
MDW
Midway Intl.
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 26 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 30, priced at $210 found 1 day ago
Alaska Airlines
Thu, Nov 5 - Mon, Nov 23
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$277 Roundtrip, just found
$277
Roundtrip
just found
Select Alaska Airlines flight, departing Thu, Nov 5 from San Francisco Intl. to O'Hare Intl., returning Mon, Nov 23, priced at $277 just found
JetBlue Airways
Wed, Sep 30 - Mon, Oct 5
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Sep 30 from George Bush Intercontinental to O'Hare Intl., returning Mon, Oct 5, priced at $289 found 2 days ago
Sun Country Airlines
Thu, Oct 22 - Mon, Oct 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$409 Roundtrip, found 1 hour ago
$409
Roundtrip
found 1 hour ago
Select Sun Country Airlines flight, departing Thu, Oct 22 from Los Angeles Intl. to O'Hare Intl., returning Mon, Oct 26, priced at $409 found 1 hour ago
American Airlines
Wed, Sep 2 - Tue, Sep 8
LAX
Los Angeles Intl.
RFD
Greater Rockford
$429 Roundtrip, found 1 day ago
$429
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 2 from Los Angeles Intl. to Greater Rockford, returning Tue, Sep 8, priced at $429 found 1 day ago
Scandinavian Airlines
Sat, Aug 29 - Mon, Sep 14
LCA
Larnaca Intl.
ORD
O'Hare Intl.
$945 Roundtrip, just found
$945
Roundtrip
just found
Select Scandinavian Airlines flight, departing Sat, Aug 29 from Larnaca Intl. to O'Hare Intl., returning Mon, Sep 14, priced at $945 just found
Lufthansa
Sun, Aug 30 - Thu, Sep 17
LCA
Larnaca Intl.
ORD
O'Hare Intl.
$1,053 Roundtrip, just found
$1,053
Roundtrip
just found
Select Lufthansa flight, departing Sun, Aug 30 from Larnaca Intl. to O'Hare Intl., returning Thu, Sep 17, priced at $1,053 just found
Qatar Airways
Sat, Aug 29 - Sun, Sep 13
LCA
Larnaca Intl.
ORD
O'Hare Intl.
$1,172 Roundtrip, found 1 day ago
$1,172
Roundtrip
found 1 day ago
Select Qatar Airways flight, departing Sat, Aug 29 from Larnaca Intl. to O'Hare Intl., returning Sun, Sep 13, priced at $1,172 found 1 day ago
Austrian Airlines
Wed, Aug 26 - Wed, Sep 16
LCA
Larnaca Intl.
ORD
O'Hare Intl.
$1,234 Roundtrip, just found
$1,234
Roundtrip
just found
Select Austrian Airlines flight, departing Wed, Aug 26 from Larnaca Intl. to O'Hare Intl., returning Wed, Sep 16, priced at $1,234 just found

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 October, 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 $118, 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 $118 right now, why wait?

Hillside Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$118

Last Minute Hotel Deals in Hillside

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! (10,309 reviews)
"Dated hotel but the location was walkable to Soldier Field which was helpful."

Reviewed on Aug 24, 2026

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Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
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The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,440 reviews)
"Terrible beds. We got a full size bed for a couple. It was quite worn down and squeeky. I’ve stayed in this hotel many times before and never had these kind of issues. Pitty experience"

Reviewed on Aug 24, 2026

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Hilton Chicago O'Hare Airport
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
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Kasa Magnificent Mile Chicago
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,321 reviews)
"Stayed here for a concert so they were busy during that time. All the staff were extremely nice and professional. The rooms were clean and overall the property was well maintained. Would definitely recommend this hotel."

Reviewed on Aug 24, 2026

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Hyatt Regency McCormick Place Chicago
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 ...
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River Hotel
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (2,827 reviews)
"Clean property convenient location"

Reviewed on Aug 24, 2026

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The Allegro Royal Sonesta Hotel Chicago Loop
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
9/10 Wonderful! (3,074 reviews)
"Excellent room, location for travelers."

Reviewed on Aug 24, 2026

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Hyatt Regency O'Hare Chicago
See all 5,001 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
Book a stay at this business-friendly hotel in Hillside. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.6/10 Good! (1,018 reviews)
"Great place to stay near Chicago but away from the hustle & bustle of a big city! Wish tv channels had some more options. Didn’t have the breakfast there cause it was extra."

Reviewed on Aug 24, 2026

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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
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 ...
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Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
See all 5,001 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.