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Rehoboth Beach

$89+ Cheap flights from Chicago (CHI) to Rehoboth Beach, DE

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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
abr. 8 — abr. 151
mar. 4/8
mar. 4/15
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Rehoboth Beach are usually found in August or September, booked 66 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Chicago to Rehoboth Beach

Keep the following information in mind while searching for Chicago to Rehoboth Beach flight deals. Data was last updated abril 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$161
(Southwest)

One-way from

$89
(Cheapflightsfares)

Popular in

February

Cheapest in

August

Average price

$219
Provider with most accurate pricing for Chicago (CHI)-Philadelphia flight deals.
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From Chicago (CHI) to Rehoboth Beach
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One-way flight from Chicago (CHI) to Rehoboth Beach
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Highest demand for flights based on searches. 35% potential increase in price ($113 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Rehoboth Beach

Cheapest flights from Chicago to Rehoboth Beach
Explore the most affordable flight options available from Chicago to Rehoboth Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 3, 2025.

This Southwest deal was found by Cheapflights users on 4/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/238:25 amMDW - PHL
Nonstop2h 00mSouthwest
mié. 4/234:35 pmPHL - MDW
Nonstop2h 10mSouthwest
Deal found 4/2$161
This American Airlines deal was found by Cheapflights users on 4/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/109:45 amORD - PHL
Nonstop1h 57mAmerican Airlines
mar. 5/1311:04 amPHL - ORD
Nonstop2h 37mAmerican Airlines
Deal found 4/2$161
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/712:41 pmORD - PHL
1 stop9h 02mMultiple Airlines
dom. 5/117:15 amPHL - ORD
Nonstop2h 28mMultiple Airlines
Deal found 4/1$163
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 4/138:00 amMDW - PHL
Nonstop2h 02mFrontier
mar. 4/156:31 pmPHL - MDW
Nonstop2h 20mFrontier
Deal found 4/2$167
This Mytrip deal was found by Cheapflights users on 3/31. 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.
mar. 4/227:47 pmORD - PHL
2 stops17h 40mSpirit Airlines
mar. 4/297:03 pmPHL - ORD
2 stops30h 17mSpirit Airlines
Deal found 3/31$169
This CheapOair deal was found by Cheapflights users on 3/31. 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.
dom. 5/119:48 amORD - PHL
Nonstop2h 08mFrontier
sáb. 5/173:52 pmPHL - ORD
1 stop8h 40mFrontier
Deal found 3/31$180
This United Airlines deal was found by Cheapflights users on 4/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/102:30 pmORD - PHL
Nonstop2h 10mUnited Airlines
dom. 5/116:30 amPHL - ORD
Nonstop2h 24mUnited Airlines
Deal found 4/2$188
This Delta deal was found by Cheapflights users on 4/2. 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.
mar. 5/134:15 pmMDW - PHL
1 stop7h 42mDelta
mié. 5/215:30 amPHL - MDW
1 stop5h 10mDelta
Deal found 4/2$197
This Delta deal was found by Cheapflights users on 4/2. 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.
sáb. 5/174:25 pmORD - PHL
1 stop7h 32mDelta
mar. 5/205:30 amPHL - ORD
1 stop5h 33mDelta
Deal found 4/2$198
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/306:00 amORD - PHL
1 stop11h 10mSouthwest
lun. 6/29:30 amPHL - ORD
1 stop9h 25mSouthwest
Deal found 4/1$242

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Rehoboth 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 2,558,603 searches. Data last updated abril 3, 2025.
Use the filters below to find and compare flights from Chicago to Rehoboth Beach that are best for you.

Fly from

Chicago

Fly to

Rehoboth Beach

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

mié. 4/23

8:25 am-11:25 am

Nonstop2h 00m

Philadelphia

mié. 4/23

4:35 pm-5:45 pm

Nonstop2h 10m

$161

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

sáb. 5/10

9:45 am-12:42 pm

Nonstop1h 57m

Philadelphia

mar. 5/13

11:04 am-12:41 pm

Nonstop2h 37m

$161

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mié. 5/7

12:41 pm-10:43 pm

1 stop9h 02m

Philadelphia

dom. 5/11

7:15 am-8:43 am

Nonstop2h 28m

$163

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

dom. 4/13

8:00 am-11:02 am

Nonstop2h 02m

Philadelphia

mar. 4/15

6:31 pm-7:51 pm

Nonstop2h 20m

$167

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

mar. 4/22

7:47 pm-2:27 pm

2 stops17h 40m

Philadelphia

mar. 4/29

7:03 pm-12:20 am

2 stops30h 17m

$169

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

dom. 5/11

9:48 am-12:56 pm

Nonstop2h 08m

Philadelphia

sáb. 5/17

3:52 pm-11:32 pm

1 stop8h 40m

$180

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

sáb. 5/10

2:30 pm-5:40 pm

Nonstop2h 10m

Philadelphia

dom. 5/11

6:30 am-7:54 am

Nonstop2h 24m

$188

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

mar. 5/13

6:00 am-12:10 pm

1 stop5h 10m

Philadelphia

mar. 5/20

6:00 am-1:15 pm

1 stop8h 15m

$197

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

sáb. 5/17

6:14 pm-12:57 am

1 stop5h 43m

Philadelphia

mié. 5/21

3:34 pm-9:20 pm

1 stop6h 46m

$198

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

vie. 5/30

6:00 am-6:10 pm

1 stop11h 10m

Philadelphia

lun. 6/2

9:30 am-5:55 pm

1 stop9h 25m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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

Have a flexible travel schedule? Discover the best time to fly to Rehoboth 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Rehoboth Beach

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Rehoboth Beach. Price data was last updated on March 28, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Rehoboth Beach, you should look to book at least 66 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, August is the cheapest month in which you can book a flight from Chicago to Rehoboth Beach (average of $236). Flying from Chicago to Rehoboth Beach in March is currently the most expensive (average of $295). 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 R3H?

Find hourly flight availability from Chicago to Rehoboth Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 3, 2025.

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

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

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

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

Weekly flight availability from Chicago to Rehoboth Beach

Explore weekly flight availability from Chicago to Rehoboth 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 abril 3, 2025.

The most flights from CHI to R3H are scheduled on a Thursday (43 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Rehoboth Beach by month

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

In terms of precipitation, rainfall in Rehoboth Beach ranges from 2.7 - 4.4 inches per month. July is typically the wettest month, when rainfall can reach 4.4 in. February is typically the driest time to visit Rehoboth Beach when rainfall is around 2.7 in.

Temperature in Rehoboth Beach by month

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

If weather is an important factor for your trip to Rehoboth 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Rehoboth Beach

Get insights into the airlines that provide service to Rehoboth 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 Rehoboth Beach. Reviews last updated abril 3, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Chicago to Rehoboth Beach. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,827 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,274 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,619 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Chicago to Rehoboth 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 Rehoboth Beach one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $89. United Airlines flights start at $89 while deals on Southwest start at $90 one-way.

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

    The top 3 most reliable airlines when flying from Chicago to Rehoboth Beach are Air Canada (81%), SWISS (77%) and Alaska Airlines (76%).

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

    The cheapest flight price from Chicago to Rehoboth Beach is $88. On average you can expect to pay $1,813. The most popular route, (Chicago O'Hare Intl - Philadelphia), can usually be booked for $142.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chicago to Rehoboth Beach (average of $236). Flying from Chicago to Rehoboth Beach in March is currently the most expensive (average of $295). 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

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Top 6 airlines flying from Chicago to Rehoboth Beach

Discover the top 6 airlines that operate flights from Chicago to Rehoboth 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 2,558,603 searches. Data last updated abril 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$52Average$135FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$257FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$119Average$344FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$136Average$297FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$139Average$282FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$266FlexibilityNo cancel feeOn-timeN/A

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