Cheap Flights from Chicago (ORD) to Gloucester (GLO)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Gloucester (GLO-Gloucestershire)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Gloucester (GLO-Gloucestershire) cost?
Grab a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to Gloucester (GLO-Gloucestershire) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Gloucester (GLO-Gloucestershire)?
The cheapest month to fly from ORD to GLO is , when demand is low. Off-peak season is usually when airlines offer better prices between these airports.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Gloucester (GLO-Gloucestershire)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll fly you from ORD to GLO. Then, sort your results by "Price (lowest to highest)" to score the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to Gloucester (GLO-Gloucestershire)?
Direct flights from O'Hare Intl. Airport (ORD) to Gloucester (GLO-Gloucestershire) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to GLO?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary depending on various factors, including the time of year and carrier.*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 Gloucester (GLO-Gloucestershire)?
To reach Gloucester (GLO-Gloucestershire) on schedule, opt for a flight that takes off from O'Hare Intl. Airport (ORD) before 3 PM. The chance 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 Gloucester (GLO-Gloucestershire) last-minute?
Booking your ticket from ORD to GLO right before your journey is typically more expensive. But if you're flexible with your itinerary, you could bag a cheap last-minute fare.
Is it cheaper to book an ORD to GLO flight and hotel package?
Securing an ORD to GLO flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Pick from our wide range of hotels and then add activities, car rentals and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Gloucester (GLO-Gloucestershire)?
In most instances, you can cancel or modify your ORD to GLO flight. However, additional charges may apply, especially if your booking was made more than 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you'd like further details, head to our Customer Service portal.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Gloucestershire
Distance
3867 mi

Book with confidence

Chicago to Gloucester Flights

The cheapest times to fly from Chicago to Gloucester

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

 

The best time to book a flight from Chicago to Gloucester

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

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 Gloucester 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 Gloucester 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 Gloucester 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 Gloucester Flights

Explore a world of travel with Expedia

*Available to One Key members.