HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boca Raton

$52+ Cheap flights from Chicago (CHI) to Boca Raton, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MIA
janv. 28 — févr. 41
mar. 1/28
mar. 2/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Boca Raton with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

The best prices from Chicago to Boca Raton are usually found in September or April, booked 28 days in advance, depart on a Thursday or Friday and return on a Friday

Cheap flight deals from Chicago to Boca Raton

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Boca Raton (BO9). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated janvier 23, 2025.

Round-trip from

$103
(Trip.com)

One-way from

$52
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$245
From Chicago (CHI) to Boca Raton
Search Deals
One-way flight from Chicago (CHI) to Boca Raton
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2025
Search Deals

Find flight deals from Chicago to Boca Raton

Cheapest flights from Chicago to Boca Raton
Explore the most affordable flight options available from Chicago to Boca Raton. Find the lowest fares from popular airlines and budget airlines, with prices last updated on janvier 23, 2025.

This Priceline deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/112:59 pmORD - MIA
1 stop7h 00mMultiple Airlines
sam. 2/158:05 amMIA - ORD
Nonstop3h 32mMultiple Airlines
Deal found 1/22$104
This CheapOair deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 2/127:25 amMDW - MIA
Nonstop3h 12mFrontier
mar. 2/189:42 pmMIA - MDW
1 stop10h 25mFrontier
Deal found 1/22$104
This Cheapflightsfares deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 2/227:25 amORD - MIA
1 stop14h 55mFrontier
mar. 2/259:42 pmMIA - ORD
1 stop10h 46mFrontier
Deal found 1/22$108
This Cheapflightsfares deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/32:02 pmORD - MIA
Nonstop3h 14mSpirit Airlines
ven. 2/710:00 amMIA - ORD
Nonstop3h 29mSpirit Airlines
Deal found 1/23$109
This United Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 2/262:15 pmORD - MIA
Nonstop3h 20mUnited Airlines
mer. 3/57:00 amMIA - ORD
Nonstop3h 34mUnited Airlines
Deal found 1/22$157
This American Airlines deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/41:59 pmORD - MIA
Nonstop3h 08mAmerican Airlines
mer. 3/56:35 amMIA - ORD
Nonstop3h 27mAmerican Airlines
Deal found 1/23$159
This Southwest deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/185:35 pmMDW - MIA
Nonstop3h 00mSouthwest
mer. 3/268:20 amMIA - MDW
Nonstop3h 15mSouthwest
Deal found 1/23$179
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/171:40 pmORD - MIA
1 stop7h 02mDelta
jeu. 2/208:00 amMIA - ORD
1 stop5h 55mDelta
Deal found 1/22$217
This Delta deal was found by Cheapflights users on 1/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/182:08 pmMDW - MIA
1 stop6h 34mDelta
jeu. 2/2011:33 amMIA - MDW
1 stop7h 38mDelta
Deal found 1/23$217

Find flights from Chicago to Boca Raton within your budget

Customize your flight search to find flights from Chicago to Boca Raton that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated janvier 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

mer. 2/26

6:00 am-3:35 pm

1 stop8h 35m

Miami

sam. 3/1

7:25 am-9:48 am

Nonstop3h 23m

$103

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

mer. 2/12

8:33 am-5:50 pm

1 stop8h 17m

Miami

ven. 2/14

8:05 am-10:37 am

Nonstop3h 32m

$104

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

sam. 2/22

7:25 am-11:20 pm

1 stop14h 55m

Miami

jeu. 2/27

1:29 pm-8:51 pm

1 stop8h 22m

$108

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

jeu. 2/27

11:46 am-3:55 pm

Nonstop3h 09m

Miami

sam. 3/1

8:05 am-10:37 am

Nonstop3h 32m

$109

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

mar. 3/4

1:59 pm-6:07 pm

Nonstop3h 08m

Miami

mer. 3/5

6:35 am-9:02 am

Nonstop3h 27m

$159

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

mer. 3/12

5:35 pm-9:35 pm

Nonstop3h 00m

Miami

jeu. 3/13

7:40 am-9:55 am

Nonstop3h 15m

$208

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

sam. 2/22

5:13 pm-12:51 am

1 stop6h 38m

Miami

mar. 2/25

10:28 am-3:43 pm

1 stop6h 15m

$217

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

mar. 2/18

2:08 pm-9:42 pm

1 stop6h 34m

Miami

jeu. 2/20

11:33 am-6:11 pm

1 stop7h 38m

$217

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

sam. 4/19

7:25 am-11:30 am

Nonstop3h 05m

$52

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

mer. 2/19

8:33 am-5:50 pm

1 stop8h 17m

$54

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 19 results
1
2

Best time to book a flight from Chicago to Boca Raton

Have a flexible travel schedule? Discover the best time to fly to Boca Raton from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Boca Raton

Get recent, data-driven insights about flights from Chicago to Boca Raton including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Boca Raton?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Boca Raton. Price data was last updated on January 17, 2025.

The price you pay for your flight from Chicago to Boca Raton may vary depending on when you book. For the best chance of a lower fare, look to book 28 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Boca Raton?

Currently, September is the cheapest month in which you can book a flight from Chicago to Boca Raton (average of $231). Flying from Chicago to Boca Raton in March is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to BO9?

Find hourly flight availability from Chicago to Boca Raton. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated janvier 23, 2025.

When flying from Chicago to Boca Raton, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Boca Raton?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Boca Raton. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Boca Raton flight should consider departing on Tuesday evenings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Boca Raton

Explore weekly flight availability from Chicago to Boca Raton. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated janvier 23, 2025.

The most flights from CHI to BO9 are scheduled on a Wednesday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (31 on average).

Rainfall in Boca Raton by month

Plan your trip to Boca Raton by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boca Raton ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Boca Raton when rainfall is around 1.6 in.

Temperature in Boca Raton by month

Plan your trip to Boca Raton by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boca Raton, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

Reviews of airlines servicing Boca Raton

Get insights into the airlines that provide service to Boca Raton. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boca Raton. Reviews last updated janvier 23, 2025.
To help decide which airline to fly from Chicago to Boca Raton, see what other customers have to say about American Airlines, Frontier and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,647 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,508 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
8,970 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Spirit Airlines
6.3
Okay
8,108 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Boca Raton. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Boca Raton one-way?

    One-way options have recently been found by users for as low as $52 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $65 and United Airlines from $79 one-way.

  • What are the most reliable airlines from Chicago to Boca Raton?

    Before booking your flight to Boca Raton from Chicago, check out the most reliable airlines to get you to your destination on time: Avianca (87%), United Airlines (86%), Copa Airlines( 81%).

  • What are the cheapest flights from Chicago to Boca Raton?

    On average you can expect to pay $733 for a flight from Chicago to Boca Raton. The cheapest flight overall is $62 while the most popular route, (Chicago O'Hare Intl - Miami) is currently priced at $85.

  • Can I find deals for flights from Chicago to Boca Raton that include hotel bookings?

    Yes. In addition to deals on Chicago to Boca Raton flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Boca Raton?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Boca Raton.

  • Can I find deals for business class flights from Chicago to Boca Raton?

    Yes. Cheapflights offers flight deals from Chicago to Boca Raton by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Boca Raton?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Boca Raton (average of $231). Flying from Chicago to Boca Raton in March is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Boca Raton

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Orlando flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Tampa flights
Midway to Orlando flights
Midway to Miami flights
O'Hare Intl to Fort Myers flights
O'Hare Intl to West Palm Beach flights
Midway to Fort Lauderdale flights
O'Hare Intl to Sarasota flights
Midway to Tampa flights
O'Hare Intl to Key West flights
St. Louis to Orlando flights
Midway to Fort Myers flights
O'Hare Intl to Jacksonville flights
O'Hare Intl to Pensacola flights
St. Louis to Miami flights
Midway to West Palm Beach flights
O'Hare Intl to Panama City flights
Midway to Sarasota flights
St. Louis to Tampa flights
Midway to Key West flights
St. Louis to Fort Lauderdale flights
Midway to Jacksonville flights
St. Louis to Fort Myers flights
O'Hare Intl to Valparaiso flights
O'Hare Intl to Daytona Beach flights
Moline to Orlando flights
St. Louis to West Palm Beach flights
St. Louis to Sarasota flights
St. Louis to Key West flights
Rockford to St Petersburg flights
Midway to Pensacola flights
Peoria to Orlando flights
Moline to Fort Myers flights
Peoria to Fort Myers flights
Midway to Panama City flights
Moline to Tampa flights
O'Hare Intl to Melbourne flights
Rockford to Orlando Sanford Intl flights
St. Louis to Pensacola flights
Midway to Daytona Beach flights
St. Louis to Jacksonville flights
Peoria to Fort Lauderdale flights
Moline to Miami flights
St. Louis to Panama City flights
O'Hare Intl to St Petersburg flights
Bloomington to Orlando flights
Moline to Fort Lauderdale flights
Moline to Pensacola flights

Top 6 airlines flying from Chicago to Boca Raton

Discover the top 6 airlines that operate flights from Chicago to Boca Raton. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated janvier 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$171FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$180FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$158Average$353FlexibilityNo cancel feeOn-time71%
DeltaCheapest$177Average$393FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$179Average$361FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$188Average$414FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.