Cheap Flights from Chicago (ORD) to Homestead (HST)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Homestead, FL (HST-Homestead Air Reserve Base)

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Alternative airports near Homestead

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Miami Intl. MIA. Cheapest option available. Average driving time to city center is 42 minutes. Flights from $223
MIA
Miami Intl.
Cheapest
Average driving time to city center42 min
Flights from $223
Flights from Chicago (ORD) to Homestead (HST)
Origin airport
O'Hare Intl.
Destination airport
Homestead Air Reserve Base
Distance
1216 mi

Chicago to Homestead Flights

The cheapest times to fly from Chicago to Homestead

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Homestead are during the month of . You can find some of the cheapest flights from Chicago to Homestead with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Homestead

Sunday is one of the best days to book for cheap flights from Chicago to Homestead: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Homestead

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Homestead in 2026. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Homestead flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Homestead airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST) cost?
Snag a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST)?
Planning your getaway for may help you find better deals, as it's the cheapest month for flights between ORD and HST. You'll typically find the lowest fares during off-peak months.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll fly you from ORD to HST. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST)?
There are no daily nonstop flights departing from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST). But you can book flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be on your way before you know it.
What day of the week has the most flights from ORD to HST?
Typically you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* But this can change depending on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST)?
To avoid potential delays on the O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST) route, aim to travel before 3 PM. Departures after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Miami from O'Hare Intl. Airport (ORD)?
Board a direct flight from O'Hare Intl. Airport (ORD) to Miami and touch down at Miami Intl. Airport (MIA). An alternative gateway to the city is Fort Lauderdale - Hollywood Intl. Airport (FLL).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST) last-minute?
Booking your plane ticket from ORD to HST just before your trip is typically more expensive. However, if there's some wiggle room with your departure times and dates, you could bag a cheap last-minute fare.
Is it cheaper to book an ORD to HST flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to HST flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one place will take the stress out of planning your trip. Just pick your flights and choose from our extensive range of hotels, then personalize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Homestead Air Reserve Base Airport (HST)?
Typically, you're able to cancel or reschedule your ORD to HST flight. However, additional fees may apply, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you'd like more details, go to our Customer Service portal.

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