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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 , 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 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 , 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 right now, why wait?
Destination airport | Midway Intl. |
|---|---|
Destination airport IATA code | MDW |
Roundtrip price | $406 |
Last Minute Hotel Deals in Hillside
Embassy Suites by Hilton Chicago Downtown River North
It was fine
Reviewed on Nov 5, 2025
Congress Plaza Hotel
Yes
Reviewed on Nov 3, 2025
Hilton Chicago/Magnificent Mile Suites
Great staff at the front desk!
Reviewed on Nov 2, 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Clean rooms and friendly staff
Reviewed on Nov 3, 2025
citizenM Chicago Downtown
Everything was fantastic!
Reviewed on Nov 3, 2025
Freehand Chicago
Staff interactions were excellent in every aspect.
Reviewed on Nov 2, 2025
Aloft Chicago Mag Mile
Male staff members were nice and helpful. The full bar was great. The interior was stylish, and I loved the fireplace with its cozy atmosphere. I stayed here for 1 week.
Reviewed on Nov 3, 2025
Palmer House a Hilton Hotel
Room was very clean and well kept
Reviewed on Nov 2, 2025
Top Hotels With Free Airport Shuttle
Best Western Plus Chicago Hillside
Everything was great we enjoyed our stay!!!
Reviewed on Nov 2, 2025
Holiday Inn Express & Suites Chicago West - O'Hare Arpt Area by IHG
Yes
Reviewed on Nov 3, 2025
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