BRO - ORD

$289 Find Cheap Flights from Brownsville to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Brownsville to Chicago departing on 3/20. 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 Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Brownsville to Chicago, 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 Brownsville to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$289
Overall average: $368
United Airlines
Fri 3/20Sat 4/11
BRO - ORD • 1 stop
Cheapest one-way
Multiple Airlines
Sun 1/4
BRO - ORD • multi-stop
When to travel
August
Cheapest • 16% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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 Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Brownsville to Chicago (BRO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Brownsville to Chicago 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 Brownsville to Chicago

Fri, Mar 20 - Sat, Apr 11
United Airlines Logo
5:15 am - 11:10 am
BRO
-
ORD
5h 55m1 stop
United Airlines Logo
2:10 pm - 9:47 pm
ORD
-
BRO
7h 37m1 stop
$289United Airlines
Mon, Apr 20 - Fri, Apr 24
United Airlines Logo
5:25 pm - 11:15 pm
BRO
-
ORD
5h 50m1 stop
United Airlines Logo
5:49 am - 11:19 am
ORD
-
BRO
5h 30m1 stop
$329United Airlines
Wed, May 20 - Sun, May 24
United Airlines Logo
5:25 pm - 12:45 am
BRO
-
ORD
7h 20m1 stop
United Airlines Logo
7:45 am - 3:38 pm
ORD
-
BRO
7h 53m1 stop
$369United Airlines
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
12:15 pm - 7:53 pm
BRO
-
ORD
7h 38m1 stop
United Airlines Logo
4:00 pm - 9:31 pm
ORD
-
BRO
5h 31m1 stop
$389United Airlines
Sun, Jan 18 - Thu, Jan 22
American Airlines Logo
10:53 am - 5:09 pm
BRO
-
ORD
6h 16m1 stop
American Airlines Logo
1:15 pm - 6:19 pm
ORD
-
BRO
5h 04m1 stop
$399American Airlines
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
9:35 am - 9:30 am
BRO
-
ORD
23h 55m2 stops
United Airlines Logo
12:45 pm - 6:02 pm
ORD
-
BRO
5h 17m1 stop
$492United Airlines
Fri, Mar 20 - Sat, Apr 11
United Airlines Logo
5:15 am - 10:07 am
BRO
-
ORD
4h 52m1 stop
United Airlines Logo
9:15 am - 9:47 pm
ORD
-
BRO
12h 32m2 stops
$497United Airlines
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
12:15 pm - 7:53 pm
BRO
-
ORD
7h 38m1 stop
United Airlines Logo
9:05 am - 9:31 pm
ORD
-
BRO
12h 26m2 stops
$500United Airlines
Mon, Apr 20 - Fri, Apr 24
United Airlines Logo
5:25 pm - 12:45 am
BRO
-
ORD
7h 20m1 stop
United Airlines Logo
8:11 pm - 11:19 am
ORD
-
BRO
15h 08m2 stops
$504United Airlines
Mon, May 4 - Sat, May 9
United Airlines Logo
5:25 pm - 11:15 pm
BRO
-
ORD
5h 50m1 stop
United Airlines Logo
10:37 am - 9:36 pm
ORD
-
BRO
10h 59m2 stops
$510United Airlines
Booking Insights

KAYAK's insights & trends for Brownsville to Chicago flights

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Brownsville to Chicago O'Hare Intl Airport, 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 Brownsville to Chicago O'Hare Intl Airport is August, where tickets cost $318 (return) on average. On the other hand, the most expensive months are December and May, where the average cost of round-trip tickets is $459 and $438 respectively.

Good to know

Low seasonFebruary
Cheapest flight$289
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Brownsville to Chicago

When to book flights from Brownsville to Chicago

Are your dates flexible? Find out the best times to travel from Brownsville to Chicago 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 Brownsville to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Brownsville to Chicago O'Hare Intl Airport was $289 for a round-trip ticket.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

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

  • Which airline alliances offer flights from Brownsville to Chicago?

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

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

    The two airlines most popular with KAYAK users for flights from Brownsville to Chicago are United Airlines and American Airlines. With an average price for the route of $408 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 $383 and an overall rating of 7.2.

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

    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 Brownsville to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Brownsville 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 Brownsville to Chicago?

    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 Chicago with an airline and back to Brownsville with another airline. Booking your flights between Brownsville and ORD 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 Brownsville to Chicago?

    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 Chicago from Brownsville 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 Brownsville to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Brownsville to Chicago. 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 Brownsville to Chicago? 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 9138 reviews
7.3Comfort
8.1Crew
7.7Boarding
7.1Entertainment
6.6Food
Airline reviews

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

10.0 ExcellentDr. Joseph, Jan 2026
EWR - ORD
Read more United Airlines reviews

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

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

Information on your arrival and departure airports