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Rehoboth Beach

$54+ 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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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The best prices from Chicago to Rehoboth Beach are usually found in August or September, booked 69 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Chicago to Rehoboth Beach

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Rehoboth Beach (R3H). 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 January 22, 2025.

Round-trip from

$104
(Flightnetwork)

One-way from

$54
(Kiwi.com)

Popular in

January

Cheapest in

August

Average price

$318
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. 27% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 22, 2025.

This Flightnetwork 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/14:48 pmMDW - PHL
1 stop6h 13mFrontier
Mon 3/172:22 pmPHL - MDW
1 stop8h 12mFrontier
Deal found 1/22$104
This Frontier deal was found by Cheapflights users on 1/21. 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.
Sat 2/225:40 pmORD - PHL
1 stop5h 21mFrontier
Thu 2/2710:59 pmPHL - ORD
1 stop11h 28mFrontier
Deal found 1/21$109
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Fri 5/25:31 pmORD - PHL
1 stop5h 49mMultiple Airlines
Tue 5/63:30 pmPHL - ORD
1 stop7h 51mMultiple Airlines
Deal found 1/20$130
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Sat 5/176:15 amORD - PHL
1 stop16h 20mSpirit Airlines
Wed 5/216:00 amPHL - ORD
1 stop17h 21mSpirit Airlines
Deal found 1/21$150
This Southwest deal was found by Cheapflights users on 1/21. 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.
Wed 4/308:15 amMDW - PHL
Nonstop2h 00mSouthwest
Wed 4/306:35 pmPHL - MDW
Nonstop2h 10mSouthwest
Deal found 1/21$177
This JetBlue deal was found by Cheapflights users on 1/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1912:45 pmORD - PHL
1 stop8h 42mJetBlue
Tue 2/2510:22 amPHL - ORD
1 stop7h 38mJetBlue
Deal found 1/21$181
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/276:30 amORD - PHL
Nonstop1h 57mAmerican Airlines
Tue 4/17:20 amPHL - ORD
Nonstop2h 28mAmerican Airlines
Deal found 1/22$187
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.
Wed 2/122:29 pmORD - PHL
Nonstop2h 06mUnited Airlines
Wed 2/196:30 amPHL - ORD
Nonstop2h 31mUnited Airlines
Deal found 1/22$197
This Delta deal was found by Cheapflights users on 1/21. 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.
Thu 3/271:26 pmORD - PHL
1 stop3h 50mDelta
Tue 4/112:28 pmPHL - ORD
1 stop6h 53mDelta
Deal found 1/21$207
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.
Thu 2/132:08 pmMDW - PHL
1 stop3h 25mDelta
Mon 2/176:00 amPHL - MDW
1 stop3h 51mDelta
Deal found 1/22$217

Find flights from Chicago to Rehoboth Beach within your budget

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 January 22, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 4/8

2:36 pm-5:36 pm

Nonstop2h 00m

Philadelphia

Mon 4/14

6:56 pm-4:08 pm

1 stop22h 12m

$94

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 3/5

9:08 am-4:11 pm

1 stop6h 03m

Philadelphia

Mon 3/24

5:05 am-12:01 pm

1 stop7h 56m

$107

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 2/20

11:46 am-7:54 pm

1 stop7h 08m

Philadelphia

Wed 2/26

8:26 am-4:31 pm

1 stop9h 05m

$144

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sun 2/9

12:25 pm-8:50 pm

1 stop7h 25m

Philadelphia

Tue 2/11

6:00 am-12:29 pm

1 stop7h 29m

$152

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Wed 4/30

8:15 am-11:15 am

Nonstop2h 00m

Philadelphia

Wed 4/30

6:35 pm-7:45 pm

Nonstop2h 10m

$177

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 2/19

12:45 pm-10:27 pm

1 stop8h 42m

Philadelphia

Tue 2/25

10:22 am-5:00 pm

1 stop7h 38m

$181

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Wed 2/19

11:15 am-2:15 pm

Nonstop2h 00m

Philadelphia

Wed 2/26

1:00 pm-2:32 pm

Nonstop2h 32m

$197

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 2/20

6:30 am-9:29 am

Nonstop1h 59m

Philadelphia

Mon 2/24

9:15 pm-10:44 pm

Nonstop2h 29m

$199

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Thu 2/13

2:08 pm-6:33 pm

1 stop3h 25m

Philadelphia

Mon 2/17

6:00 am-8:51 am

1 stop3h 51m

$217

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Tue 2/18

6:15 pm-11:20 pm

1 stop4h 05m

Philadelphia

Mon 2/24

4:50 pm-8:53 pm

1 stop5h 03m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 24 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.

Travel insights for flights from Chicago to Rehoboth Beach

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

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 January 17, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Rehoboth Beach, you should look to book at least 69 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 January 22, 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 Tuesday evenings 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 January 22, 2025.

The most flights from CHI to R3H are scheduled on a Wednesday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 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 January 22, 2025.
Read reviews from past customers who have flown Southwest, Frontier and Spirit Airlines from Chicago to Rehoboth Beach. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,654 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,654 reviews
Southwest
8.1
Very good
4,654 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,512 reviews
Southwest
8.1
Very good
4,654 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,191 reviews
Southwest
8.1
Very good
4,654 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,975 reviews
Southwest
8.1
Very good
4,654 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,654 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 $54. Spirit Airlines flights start at $69 while deals on Southwest start at $89 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 Spirit Airlines (100%), United Airlines (83%) and Alaska Airlines (82%).

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

    The cheapest flight price from Chicago to Rehoboth Beach is $87. On average you can expect to pay $815. The most popular route, (Chicago O'Hare Intl - Philadelphia), can usually be booked for $136.

  • 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 January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$50Average$131FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$119Average$362FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$128Average$218FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$136Average$294FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$138Average$277FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$264FlexibilityNo cancel feeOn-timeN/A
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