$279 Cheap Flights from Laurel (PIB) to Chicago (ORD)

View $279 flight on Fri, Oct 31, 2025Opens in a new window

Popular airlines from Laurel, MS (PIB-Hattiesburg - Laurel Regional) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Laurel to Chicago (PIB-ORD)

Prices were available within the past 7 days and start at $279 for one-way flights and $452 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Oct 15 - Tue, Oct 21
PIB
Laurel
ORD
Chicago
$452 Roundtrip, found 1 day ago
$452
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 15 from Laurel to Chicago, returning Tue, Oct 21, priced at $452 found 1 day ago
United
Wed, Oct 22 - Wed, Oct 29
PIB
Laurel
ORD
Chicago
$453 Roundtrip, found 1 day ago
$453
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 22 from Laurel to Chicago, returning Wed, Oct 29, priced at $453 found 1 day ago
United
Wed, Oct 15 - Wed, Oct 22
PIB
Laurel
ORD
Chicago
$456 Roundtrip, found 1 day ago
$456
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 15 from Laurel to Chicago, returning Wed, Oct 22, priced at $456 found 1 day ago
United
Wed, Oct 22 - Fri, Oct 31
PIB
Laurel
ORD
Chicago
$462 Roundtrip, found 2 days ago
$462
Roundtrip
found 2 days ago
Select United flight, departing Wed, Oct 22 from Laurel to Chicago, returning Fri, Oct 31, priced at $462 found 2 days ago
United
Fri, Oct 17 - Tue, Oct 21
PIB
Laurel
ORD
Chicago
$464 Roundtrip, found 6 hours ago
$464
Roundtrip
found 6 hours ago
Select United flight, departing Fri, Oct 17 from Laurel to Chicago, returning Tue, Oct 21, priced at $464 found 6 hours ago
United
Wed, Oct 22 - Tue, Oct 28
PIB
Laurel
ORD
Chicago
$466 Roundtrip, found 2 days ago
$466
Roundtrip
found 2 days ago
Select United flight, departing Wed, Oct 22 from Laurel to Chicago, returning Tue, Oct 28, priced at $466 found 2 days ago
United
Sat, Nov 15 - Wed, Nov 19
PIB
Laurel
ORD
Chicago
$466 Roundtrip, found 5 hours ago
$466
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Nov 15 from Laurel to Chicago, returning Wed, Nov 19, priced at $466 found 5 hours ago
United
Wed, Oct 22 - Sun, Oct 26
PIB
Laurel
ORD
Chicago
$474 Roundtrip, found 1 day ago
$474
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 22 from Laurel to Chicago, returning Sun, Oct 26, priced at $474 found 1 day ago
United
Thu, Nov 13 - Wed, Nov 19
PIB
Laurel
ORD
Chicago
$475 Roundtrip, found 5 hours ago
$475
Roundtrip
found 5 hours ago
Select United flight, departing Thu, Nov 13 from Laurel to Chicago, returning Wed, Nov 19, priced at $475 found 5 hours ago
United
Sat, Oct 25 - Tue, Oct 28
PIB
Laurel
ORD
Chicago
$483 Roundtrip, found 2 days ago
$483
Roundtrip
found 2 days ago
Select United flight, departing Sat, Oct 25 from Laurel to Chicago, returning Tue, Oct 28, priced at $483 found 2 days ago

Frequently asked questions

How much does a flight from Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD) cost?
Snag a cheap one-way flight from $279 or cheap return flight from $452 from Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD) 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 Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD)?
October is the cheapest month to fly from PIB to ORD. Traveling outside of peak seasons is often the key to finding better deals on flights.
What is the cheapest airline that flies from Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline flying from PIB to ORD, use Expedia's filter tool. Tailor your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD)?
There aren't any daily direct flights departing from Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD). But you can opt for flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be on your way in no time.
What day of the week has the most flights from PIB to ORD?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) on schedule, choose a flight that leaves from Hattiesburg - Laurel Regional Airport (PIB) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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 Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD) last-minute?
Holding off until just before your departure to book a flight from PIB to ORD generally means paying more. While you may find some last-minute discounts, there's no guarantee. Be flexible with your itinerary for a better chance of snagging a bargain.
Is it cheaper to book a PIB to ORD flight and hotel package?
You'll generally save money by securing a PIB to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've selected your ideal accommodations and flights, consider adding extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Hattiesburg - Laurel Regional Airport (PIB) to O'Hare Intl. Airport (ORD)?
It's usually possible to cancel or reschedule your PIB to ORD flight. However, for bookings made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Travel information

Origin airport
Hattiesburg - Laurel Regional
Destination airport
O'Hare Intl.
Airlines serving
United
Roundtrip price
$451
Distance
730 mi

Book with confidence

Book with confidence

Laurel to Chicago Flights

The cheapest times to fly from Laurel to Chicago

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

 

The best time to book a flight from Laurel to Chicago

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

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 Laurel to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $279 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 Laurel to Chicago 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 Laurel to Chicago 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.

 

Laurel to Chicago Flights

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Explore a world of travel with Expedia

*Available to One Key members.