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$59+ Cheap flights from Chicago (CHI) to Delray Beach, 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MIA
Dec 8 — Dec 151
Sun 12/8
Sun 12/15
1 adult, Economy
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The best prices from Chicago to Delray Beach are usually found in July or September, booked 20 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Delray Beach

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Delray Beach (DB9). 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 December 3, 2024.

Popular in

March

Cheapest in

July

Round-trip from

$128
(FlightHub)

One-way from

$59
(FlightHub)
High demand for flights, 25% potential price rise
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Best time to find cheap flights, 23% potential price drop
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From Chicago (CHI) to Delray Beach
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One-way flight from Chicago (CHI) to Delray Beach
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Find flight deals from Chicago to Delray Beach

Cheapest flights from Chicago to Delray Beach
Explore the most affordable flight options available from Chicago to Delray Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 3, 2024.

This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/95:10 amORD - MIA
1 stop9h 33mMultiple Airlines
Tue 12/174:40 pmMIA - ORD
1 stop8h 19mMultiple Airlines
Deal found 12/2$128
This Frontier deal was found by Cheapflights users on 12/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/182:20 pmMDW - MIA
1 stop8h 39mFrontier
Thu 12/265:40 amMIA - MDW
1 stop7h 23mFrontier
Deal found 12/3$128
This Mytrip deal was found by Cheapflights users on 12/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/97:45 pmORD - MIA
2 stops24h 45mSpirit Airlines
Thu 12/124:02 pmMIA - ORD
1 stop8h 05mSpirit Airlines
Deal found 12/2$129
This Cheapflightsfares deal was found by Cheapflights users on 12/3. 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.
Fri 12/137:25 amORD - MIA
1 stop17h 27mFrontier
Tue 12/174:40 pmMIA - ORD
1 stop8h 19mFrontier
Deal found 12/3$182
This eDestinos deal was found by Cheapflights users on 12/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/147:15 amMDW - MIA
2 stops30h 03mMultiple Airlines
Sun 12/1510:28 pmMIA - MDW
1 stop23h 34mMultiple Airlines
Deal found 12/1$195
This Delta deal was found by Cheapflights users on 12/2. 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.
Tue 12/1010:45 amORD - MIA
1 stop10h 08mDelta
Wed 12/117:10 amMIA - ORD
1 stop10h 56mDelta
Deal found 12/2$243
This Delta deal was found by Cheapflights users on 12/2. 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.
Tue 12/104:58 pmMDW - MIA
1 stop6h 52mDelta
Tue 12/176:00 amMIA - MDW
1 stop6h 58mDelta
Deal found 12/2$286

Find flights from Chicago to Delray Beach within your budget

Customize your flight search to find flights from Chicago to Delray Beach 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 2,700,776 searches. Data last updated December 3, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Tue 1/7

5:07 pm-9:25 pm

Nonstop3h 18m

Miami

Fri 1/24

10:00 am-12:29 pm

Nonstop3h 29m

$128

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 1/22

8:15 am-11:22 pm

1 stop14h 07m

Miami

Tue 1/28

7:00 am-4:16 pm

1 stop10h 16m

$128

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Wed 12/18

5:07 pm-9:25 pm

Nonstop3h 18m

Miami

Mon 12/23

4:53 pm-10:57 pm

1 stop7h 04m

$129

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 2/20

1:17 pm-7:36 pm

1 stop5h 19m

Miami

Wed 2/26

10:45 am-4:56 pm

1 stop7h 11m

$130

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 1/20

9:05 am-1:10 pm

Nonstop3h 05m

Miami

Sat 1/25

8:10 am-10:20 am

Nonstop3h 10m

$178

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 12/14

7:15 am-2:18 pm

2 stops30h 03m

Miami

Sun 12/15

10:28 pm-9:02 pm

1 stop23h 34m

$195

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 2/17

5:56 pm-10:14 pm

Nonstop3h 18m

Miami

Fri 2/21

7:00 am-9:34 am

Nonstop3h 34m

$197

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Thu 1/9

10:09 am-2:33 pm

Nonstop3h 24m

Miami

Mon 1/13

6:30 am-8:59 am

Nonstop3h 29m

$198

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 2/1

5:10 pm-12:51 am

1 stop6h 41m

Miami

Sat 2/8

8:10 am-1:45 pm

1 stop6h 35m

$216

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 2/5

9:33 am-5:00 pm

1 stop6h 27m

Miami

Sat 2/15

8:10 am-2:53 pm

1 stop7h 43m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 23 results
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Best time to book a flight from Chicago to Delray Beach

Have a flexible travel schedule? Discover the best time to fly to Delray Beach 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 Delray Beach

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

How far ahead should I book a flight from Chicago to Delray Beach?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Delray Beach. Price data was last updated on November 22, 2024.

The best time to book flights from Chicago to Delray Beach is 20 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Delray Beach?

Currently, September is the cheapest month in which you can book a flight from Chicago to Delray Beach (average of $218). Flying from Chicago to Delray Beach in March is currently the most expensive (average of $286). 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 DB9?

Find hourly flight availability from Chicago to Delray Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 3, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Delray Beach as you normally would.

What is the cheapest day to fly from Chicago to Delray Beach?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Delray Beach. Price data was last updated on December 1, 2024.

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

Weekly flight availability from Chicago to Delray Beach

Explore weekly flight availability from Chicago to Delray Beach. 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 December 3, 2024.

The most flights from CHI to DB9 are scheduled on a Tuesday (38 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Delray Beach by month

Plan your trip to Delray Beach by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Delray Beach 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 Delray Beach when rainfall is around 1.6 in.

Temperature in Delray Beach by month

Plan your trip to Delray Beach by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Delray Beach, 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 Delray Beach

Get insights into the airlines that provide service to Delray Beach. 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 Delray Beach. Reviews last updated December 3, 2024.
Peruse reviews from past customers who have flown with Frontier, Southwest and Spirit Airlines from Chicago to Delray Beach to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

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
4,951 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

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.

Alaska Airlines
8.0
Very good
9,513 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

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
8,698 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

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.

JetBlue
7.4
Good
3,351 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

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
9,141 reviews
Southwest
8.1
Very good
4,951 reviews

Boarding

8.2

Crew

8.7

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

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 Delray Beach. 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 Delray Beach one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $59. Users have also found prices from $64 and $79 on Spirit Airlines and United Airlines, respectively.

  • What are the most reliable airlines from Chicago to Delray Beach?

    No one likes to see their flight delayed. When booking a flight from Chicago to Delray Beach consider choosing ANA (100%), Avianca (94%) or Spirit Airlines (94%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Delray Beach?

    Looking for the cheapest flight from Chicago to Delray Beach? While on average our users pay $743, our data indicates the cheapest price to be $66. The most popular route (Chicago O'Hare Intl - Miami), is priced around $81.

  • Can I find deals for flights from Chicago to Delray Beach that include hotel bookings?

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

  • How can I find direct flights from Chicago to Delray Beach?

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

  • Can I find deals for business class flights from Chicago to Delray Beach?

    Yes. Cheapflights offers flight deals from Chicago to Delray Beach 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 Delray Beach?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Delray Beach (average of $218). Flying from Chicago to Delray Beach in March is currently the most expensive (average of $286). 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.

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Top 6 airlines flying from Chicago to Delray Beach

Discover the top 6 airlines that operate flights from Chicago to Delray Beach. 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 2,700,776 searches. Data last updated December 3, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$34Average$173FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$58Average$155FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$158Average$346FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$181Average$387FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$198Average$393FlexibilityNo cancel feeOn-time63%
DeltaCheapest$215Average$398FlexibilityNo cancel feeOn-timeN/A
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