$105 Cheap Flights from Brownsville (BRO) to Chicago (ORD)

View $105 flight on Sun, May 25, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Brownsville to Chicago (BRO-ORD)

Prices were available within the past 7 days and start at $105 for one-way flights and $239 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, May 24 - Tue, May 27
BRO
Brownsville
ORD
Chicago
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Select United flight, departing Sat, May 24 from Brownsville to Chicago, returning Tue, May 27, priced at $239 found 1 day ago
American Airlines
Sat, May 24 - Tue, May 27
BRO
Brownsville
ORD
Chicago
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, May 24 from Brownsville to Chicago, returning Tue, May 27, priced at $239 found 1 day ago
American Airlines
Sat, May 24 - Tue, May 27
BRO
Brownsville
ORD
Chicago
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, May 24 from Brownsville to Chicago, returning Tue, May 27, priced at $246 found 1 day ago
United
Tue, Jul 1 - Wed, Jul 16
BRO
Brownsville
ORD
Chicago
$249 Roundtrip, found 6 days ago
$249
Roundtrip
found 6 days ago
Select United flight, departing Tue, Jul 1 from Brownsville to Chicago, returning Wed, Jul 16, priced at $249 found 6 days ago
United
Sat, May 24 - Tue, May 27
BRO
Brownsville
ORD
Chicago
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select United flight, departing Sat, May 24 from Brownsville to Chicago, returning Tue, May 27, priced at $257 found 1 day ago
United
Thu, May 29 - Sat, Jun 7
BRO
Brownsville
ORD
Chicago
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select United flight, departing Thu, May 29 from Brownsville to Chicago, returning Sat, Jun 7, priced at $259 found 2 days ago
American Airlines
Sat, May 24 - Tue, May 27
BRO
Brownsville
ORD
Chicago
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, May 24 from Brownsville to Chicago, returning Tue, May 27, priced at $264 found 1 day ago
United
Sat, Jul 19 - Sat, Jul 26
BRO
Brownsville
ORD
Chicago
$269 Roundtrip, just found
$269
Roundtrip
just found
Select United flight, departing Sat, Jul 19 from Brownsville to Chicago, returning Sat, Jul 26, priced at $269 just found
American Airlines
Thu, May 29 - Sat, Jun 7
BRO
Brownsville
ORD
Chicago
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, May 29 from Brownsville to Chicago, returning Sat, Jun 7, priced at $269 found 2 days ago
American Airlines
Tue, May 20 - Sat, May 24
BRO
Brownsville
ORD
Chicago
$271 Roundtrip, found 16 hours ago
$271
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, May 20 from Brownsville to Chicago, returning Sat, May 24, priced at $271 found 16 hours ago
Flights from Brownsville (BRO) to Chicago (ORD)
Origin airport
Brownsville-South Padre Island Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, United
Roundtrip price
$238
Distance
1235 mi

Brownsville to Chicago Flights

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

 

The best time to book a flight from Brownsville to Chicago

Sunday is one of the best days to book for cheap flights from Brownsville 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 Brownsville 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 Brownsville to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $105 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 Brownsville 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 Brownsville 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.

 

Frequently asked questions

How much does a flight from Brownsville-South Padre Island Intl. Airport (BRO) to O'Hare Intl. Airport (ORD) cost?
Discover the latest flight deals from BRO to ORD by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from BRO to ORD?
The cheapest flights from BRO to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from BRO to ORD?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from BRO to ORD. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Brownsville-South Padre Island Intl. Airport (BRO) to O'Hare Intl. Airport (ORD)?
Direct flights from Brownsville-South Padre Island Intl. Airport (BRO) to O’Hare Intl. Airport (ORD) aren’t available daily, so you’ll need to take a flight with a layover. Explore your options with Expedia’s filters. Enter your dates and pick either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from BRO to ORD?
You’ll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Brownsville-South Padre Island Intl. Airport (BRO) to O'Hare Intl. Airport (ORD)?
Book a flight from Brownsville-South Padre Island Intl. Airport (BRO) to O’Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures later than this are on average 22% more likely to be canceled.**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 Brownsville-South Padre Island Intl. Airport (BRO) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute bookings from BRO to ORD are typically more expensive. To lock in the lowest prices, start looking for flights as early as possible. That being said, if your travel plans are flexible, you may find a cheap ticket right before your trip.
Is it cheaper to book a BRO to ORD flight and hotel package?
Booking a BRO to ORD flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Select from our wide range of accommodations and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Brownsville-South Padre Island Intl. Airport (BRO) to O'Hare Intl. Airport (ORD)?
If you booked your BRO to ORD flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

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*Available to One Key members.