Search Cheap Flights to
Hillside

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Hillside Flights as Low as $80

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

Spirit Airlines
Mon, May 19 - Sun, May 25
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$80 Roundtrip, found 5 hours ago
$80
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Mon, May 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, May 25, priced at $80 found 5 hours ago
Spirit Airlines
Tue, May 27 - Tue, Jun 3
LGA
LaGuardia
ORD
O'Hare Intl.
$91 Roundtrip, found 3 days ago
$91
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, May 27 from LaGuardia to O'Hare Intl., returning Tue, Jun 3, priced at $91 found 3 days ago
Frontier Airlines
Sat, May 17 - Sat, May 17
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$94 Roundtrip, found 5 hours ago
$94
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, May 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 17, priced at $94 found 5 hours ago
Frontier Airlines
Thu, Jun 5 - Sat, Jun 7
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jun 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Jun 7, priced at $98 found 2 days ago
Frontier Airlines
Tue, May 13 - Sun, May 25
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$100 Roundtrip, found 5 hours ago
$100
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, May 13 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sun, May 25, priced at $100 found 5 hours ago
Spirit Airlines
Tue, Jun 10 - Tue, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 5 hours ago
$130
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Tue, Jun 10 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $130 found 5 hours ago
Spirit Airlines
Tue, Jun 3 - Wed, Jun 11
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jun 3 from Harry Reid Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $153 found 2 days ago
Delta
Sat, May 17 - Sat, May 17
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 5 hours ago
$154
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, May 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 17, priced at $154 found 5 hours ago
American Airlines
Sat, May 17 - Sat, May 17
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$154 Roundtrip, found 5 hours ago
$154
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, May 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 17, priced at $154 found 5 hours ago
United
Wed, May 14 - Sat, May 17
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 5 hours ago
$160
Roundtrip
found 5 hours ago
Select United flight, departing Wed, May 14 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 17, priced at $160 found 5 hours ago
Frontier Airlines
Tue, Apr 15 - Wed, Apr 23
LGA
LaGuardia
MDW
Midway Intl.
$210 Roundtrip, found 4 days ago
$210
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Apr 15 from LaGuardia to Midway Intl., returning Wed, Apr 23, priced at $210 found 4 days ago
Delta
Tue, Jul 22 - Wed, Jul 23
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 22 from Fort Lauderdale - Hollywood Intl. to Midway Intl., returning Wed, Jul 23, priced at $217 found 1 day ago
Frontier Airlines
Thu, Jun 26 - Mon, Jul 14
LAS
Harry Reid Intl.
MDW
Midway Intl.
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Jun 26 from Harry Reid Intl. to Midway Intl., returning Mon, Jul 14, priced at $237 found 6 days ago
JetBlue Airways
Wed, May 7 - Wed, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$279 Roundtrip, found 5 hours ago
$279
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Wed, May 7 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 14, priced at $279 found 5 hours ago
Alaska Airlines
Fri, Aug 1 - Wed, Aug 13
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, Aug 1 from Harry Reid Intl. to O'Hare Intl., returning Wed, Aug 13, priced at $341 found 1 day ago
Hawaiian Airlines
Tue, Oct 7 - Fri, Oct 10
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$405 Roundtrip, found 1 day ago
$405
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Oct 7 from Harry Reid Intl. to O'Hare Intl., returning Fri, Oct 10, priced at $405 found 1 day 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 $80, 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 $80 right now, why wait?

Hillside Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$91

Last Minute Hotel Deals in Hillside

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 $159 per night from Apr 20 to Apr 21
$159
includes taxes & fees
Apr 20 - Apr 21
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! (3,873 reviews)
"Excellent quick friendly service! Staff is outstanding:)"

Reviewed on Apr 11, 2025

Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
The price is $212 per night from Apr 16 to Apr 17
$212
includes taxes & fees
Apr 16 - Apr 17
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! (2,043 reviews)
"The hotel is nice. The amenities are good."

Reviewed on Apr 12, 2025

Swissotel - 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 $108 per night from Apr 20 to Apr 21
$108
includes taxes & fees
Apr 20 - Apr 21
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! (1,009 reviews)
"Excellent property. Safe location. Convenient check in and check out."

Reviewed on Apr 10, 2025

Crowne Plaza Chicago West Loop by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is $139 per night from Apr 21 to Apr 22
$139
includes taxes & fees
Apr 21 - Apr 22
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,112 reviews)
"Hotel was very nice. Convenient to shopping and dining."

Reviewed on Apr 10, 2025

Hilton Chicago/Magnificent Mile Suites
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 15 to Apr 16
$147
includes taxes & fees
Apr 15 - Apr 16
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! (8,678 reviews)
Wonderful stay
"Love staying at Congress! Its very clean, great location and has everything we need!"

Reviewed on Apr 13, 2025

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $136 per night from Apr 20 to Apr 21
$136
includes taxes & fees
Apr 20 - Apr 21
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! (4,036 reviews)
"It was great, but my biggest complaint is you don't seem to be able to change the temperature in your room other than using the fan. Our room was so hot we couldn't sleep the first night, and we ran into another guest down in the lounge having the same problem. Other complaint is the shower; it is ..."

Reviewed on Apr 11, 2025

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
The price is $200 per night from Apr 20 to Apr 21
$200
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the bar ...
8.8/10 Excellent! (1,628 reviews)
Love this place!
"Everything was great- excellent guest services, super comfy bed, interior was great! I’ll be back!"

Reviewed on Apr 10, 2025

The Allegro Royal Sonesta Hotel Chicago Loop
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
The price is $136 per night from Apr 20 to Apr 21
$136
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (2,911 reviews)
"Cool future for using ipad. The only thing disappointing is the beds are hard to sleep on and the refrigerator doesn't get cold."

Reviewed on Apr 12, 2025

citizenM Chicago Downtown
See all 4,622 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 Apr 20 to Apr 21
$98
includes taxes & fees
Apr 20 - Apr 21
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! (1,003 reviews)
Convenient
"Convenient in middle of Illinois, not a lot of options."

Reviewed on Apr 9, 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 $94 per night from Apr 29 to Apr 30
$94
includes taxes & fees
Apr 29 - Apr 30
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 (1,002 reviews)
"My overall rating would be a 9/10. Please do know part of the inside is under construction, which didn’t bother me. -room was nice and spacious, and very clean. -ladies serving breakfast are very attentive! - Ross, target, ihop, Panda Express, and more right in front! -about 20 minutes from downtown ..."

Reviewed on Apr 11, 2025

Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
See all 4,622 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.