Cheap Flights from Chicago (ORD) to Pilot Point (PIP)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP)

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Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP) cost?
Secure a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP)?
The cheapest month to fly from ORD to PIP is , when there's less demand. Off-peak season is often when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest ORD to PIP flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP)?
Nonstop flights from O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filters. Enter your travel details and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to PIP?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays are often the quietest.* However, this can vary based on the airline, time of year 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 Pilot Point, AK (PIP)?
To land at Pilot Point, AK (PIP) on time, pick a flight that leaves O'Hare Intl. Airport (ORD) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP) last-minute?
Last-minute bookings from ORD to PIP are usually more expensive. To secure the cheapest rates, start looking for flights early. That being said, if you're flexible with your travel dates, it's possible to land a cheap ticket right before your trip.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Pilot Point, AK (PIP)?
You can usually cancel or reschedule your ORD to PIP flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pilot Point
Distance
3131 mi

Book with confidence

Chicago to Pilot Point Flights

The cheapest times to fly from Chicago to Pilot Point

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 Pilot Point are during the month of . You can find some of the cheapest flights from Chicago to Pilot Point with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Pilot Point

Sunday is one of the best days to book for cheap flights from Chicago to Pilot Point: 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 Pilot Point

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 Pilot Point in 2025. 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 Pilot Point 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 Pilot Point 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.

 

Chicago to Pilot Point Flights

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*Available to One Key members.