ORD - BRO

$168 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 3/31. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$289
Overall average: $348
United Airlines
Wed 4/8Sun 4/12
ORD - BRO • 1 stop
Cheapest one-way
$168
American Airlines
Tue 3/31
ORD - BRO • 1 stop
Top airlines
United Airlines
Cheapest • from $289 (round-trip)
United Airlines
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
Dallas (DFW)
Cheapest • Avg $399 (round-trip)
Dallas (DFW)
Shortest trip • 5h 26m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 38% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Wed, Apr 8 - Sun, Apr 12
United Airlines Logo
4:03 pm - 9:47 pm
ORD
-
BRO
5h 44m
1 stop
United Airlines Logo
5:25 pm - 1:26 am
BRO
-
ORD
8h 01m
1 stop
$289United Airlines
Wed, Apr 8 - Sun, Apr 12
United Airlines Logo
2:05 pm - 9:47 pm
ORD
-
BRO
7h 42m
1 stop
United Airlines Logo
5:25 pm - 1:26 am
BRO
-
ORD
8h 01m
1 stop
$309United Airlines
Thu, Mar 26 - Tue, Mar 31
American Airlines Logo
2:58 pm - 10:54 pm
ORD
-
BRO
7h 56m
1 stop
American Airlines Logo
6:44 pm - 11:36 pm
BRO
-
ORD
4h 52m
1 stop
$329American Airlines
Thu, Jun 18 - Sun, Jun 21
United Airlines Logo
6:30 am - 11:26 am
ORD
-
BRO
4h 56m
1 stop
United Airlines Logo
4:44 pm - 12:45 am
BRO
-
ORD
8h 01m
1 stop
$337United Airlines
Thu, Jun 4 - Sun, Jun 7
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
$343United Airlines
Sat, Apr 4 - Sat, Apr 11
American Airlines Logo
4:49 pm - 10:54 pm
ORD
-
BRO
6h 05m
1 stop
American Airlines Logo
2:50 pm - 10:45 pm
BRO
-
ORD
7h 55m
1 stop
$349American Airlines
Fri, Jun 19 - Sun, Jul 5
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
$351United Airlines
Tue, Mar 17 - Sat, Mar 21
United Airlines Logo
10:35 am - 4:22 pm
ORD
-
BRO
5h 47m
1 stop
United Airlines Logo
5:15 am - 10:07 am
BRO
-
ORD
4h 52m
1 stop
$359United Airlines
Wed, Aug 26 - Sat, Aug 29
United Airlines Logo
12:45 pm - 6:33 pm
ORD
-
BRO
5h 48m
1 stop
United Airlines Logo
12:00 pm - 8:05 pm
BRO
-
ORD
8h 05m
1 stop
$369United Airlines
Mon, Aug 10 - Thu, Aug 13
American Airlines Logo
4:57 pm - 10:37 pm
ORD
-
BRO
5h 40m
1 stop
American Airlines Logo
6:57 pm - 12:03 am
BRO
-
ORD
5h 06m
1 stop
$384American 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.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Brownsville?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Brownsville, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Brownsville is January, where tickets cost $291 (return) on average. On the other hand, the most expensive months are November and May, where the average cost of round-trip tickets is $1,098 and $823 respectively.

Good to know

Low seasonMay
Cheapest flight$168
Best time to beat the crowds but there is an average 75% increase in price.
Most popular time to fly and prices are also 22% 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 $168 for a one-way ticket and $289 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 9388 reviews
7.7Boarding
6.6Food
7.3Comfort
7.1Entertainment
8.1Crew
Airline reviews

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.

4.0 OkayDr. Joseph, Feb 2026
ORD - IAH
Read more United Airlines reviews

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.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

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?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

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

Information on your arrival and departure airports