ORD - BRO

$169 Find Cheap Flights from Chicago to Brownsville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Brownsville departing on 6/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Brownsville

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Brownsville, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Brownsville, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$330
American Airlines
Sat 5/2Sat 5/9
ORD - BRO • 1 stop
Cheapest one-way
$169
United Airlines
Sun 6/14
ORD - BRO • 1 stop
Top airlines
Cheapest • from $330 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Brownsville. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $422 (round-trip)
Shortest trip • 5h 24m (one-way)
Insights
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Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Brownsville!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Brownsville (ORD-BRO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Brownsville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Brownsville

Sat, May 2 - Sat, May 9
American Airlines Logo
6:57 am - 2:20 pm
ORD
-
BRO
7h 23m
1 stop
American Airlines Logo
5:40 am - 11:12 am
BRO
-
ORD
5h 32m
1 stop
$330American Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
12:43 pm - 6:28 pm
ORD
-
BRO
5h 45m
1 stop
United Airlines Logo
5:17 pm - 12:45 am
BRO
-
ORD
7h 28m
1 stop
$331United Airlines
Thu, May 14 - Wed, May 20
American Airlines Logo
6:57 am - 2:20 pm
ORD
-
BRO
7h 23m
1 stop
American Airlines Logo
2:50 pm - 10:20 pm
BRO
-
ORD
7h 30m
1 stop
$334American Airlines
Sun, Apr 12 - Thu, Apr 16
American Airlines Logo
6:57 am - 2:20 pm
ORD
-
BRO
7h 23m
1 stop
American Airlines Logo
2:50 pm - 7:57 pm
BRO
-
ORD
5h 07m
1 stop
$337American Airlines
Fri, May 22 - Thu, May 28
American Airlines Logo
5:00 am - 10:14 am
ORD
-
BRO
5h 14m
1 stop
American Airlines Logo
6:42 pm - 12:42 am
BRO
-
ORD
6h 00m
1 stop
$389American Airlines
Mon, Aug 3 - Thu, Aug 6
American Airlines Logo
5:00 am - 10:06 am
ORD
-
BRO
5h 06m
1 stop
American Airlines Logo
6:43 pm - 12:06 am
BRO
-
ORD
5h 23m
1 stop
$408American Airlines
Tue, May 5 - Sat, May 9
United Airlines Logo
12:40 pm - 6:28 pm
ORD
-
BRO
5h 48m
1 stop
United Airlines Logo
5:17 pm - 11:15 pm
BRO
-
ORD
5h 58m
1 stop
$421United Airlines
Wed, May 20 - Sun, May 31
United Airlines Logo
4:00 pm - 9:59 pm
ORD
-
BRO
5h 59m
1 stop
United Airlines Logo
4:44 pm - 12:45 am
BRO
-
ORD
8h 01m
1 stop
$424United Airlines
Mon, Jun 22 - Fri, Jun 26
United Airlines Logo
6:30 am - 11:26 am
ORD
-
BRO
4h 56m
1 stop
United Airlines Logo
4:44 pm - 11:15 pm
BRO
-
ORD
6h 31m
1 stop
$425United Airlines
Fri, May 22 - Thu, May 28
American Airlines Logo
5:00 am - 10:14 am
ORD
-
BRO
5h 14m
1 stop
American Airlines Logo
6:42 pm - 12:42 am
BRO
-
ORD
6h 00m
1 stop
$428American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Brownsville flights

Get data-powered insights and trends into flights from Chicago to Brownsville to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Brownsville?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Brownsville departing in May.

Good to know

Cheapest flight$169
Most popular time to fly and prices are also 15% lower on average.
Flight from Chicago to Brownsville

When to book flights from Chicago to Brownsville

Are your dates flexible? Find out the best times to travel from Chicago to Brownsville based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Brownsville flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Brownsville?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Brownsville was $169 for a one-way ticket and $330 for a round-trip.

  • Do I need a passport to fly between Chicago and Brownsville?

    A passport is not required to fly from Chicago to Brownsville.

  • Which airports will I be using when flying from Chicago to Brownsville?

    Chicago airport is called Chicago O'Hare Intl and the only airport in Brownsville is Brownsville South Padre Is. Intl.

  • Which aircraft models fly most regularly from Chicago to Brownsville?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Brownsville?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Brownsville, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Brownsville, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Brownsville are United Airlines and American Airlines. With an average price for the route of $348 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $363 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Chicago to Brownsville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Brownsville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Brownsville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Brownsville from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Brownsville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Brownsville with an airline and back to Chicago with another airline. Booking your flights between Chicago and BRO can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Brownsville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Brownsville from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Brownsville

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Brownsville. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Brownsville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9529 reviews
6.6Food
8.1Crew
7.7Boarding
7.1Entertainment
7.3Comfort
Airline reviews

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

8.0 ExcellentAnonymous, Mar 2026
ORD - EWR
Read more United Airlines reviews

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Everything you need to know for your flight from Chicago to Brownsville

Information on your arrival and departure airports