HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Rehoboth Beach

$53+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PHL
Dec 25 — Jan 11
Wed 12/25
Wed 1/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Rehoboth Beach 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 Rehoboth Beach are usually found in August or September, booked 69 days in advance, depart on a Saturday or Thursday and return on a Tuesday

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 December 20, 2024.

Round-trip from

$103
(Flightnetwork)

One-way from

$53
(Mytrip)

Popular in

February

Cheapest in

August

Average price

$221
From Chicago (CHI) to Rehoboth Beach
Search Deals
One-way flight from Chicago (CHI) to Rehoboth Beach
Search Deals
High demand for flights, 27% potential price rise
Search Deals
Best time to find cheap flights, 4% potential price drop
Search Deals
Average for round-trip flights in December 2024
Search Deals

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 December 20, 2024.

This FlightHub deal was found by Cheapflights users on 12/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/258:25 amMDW - PHL
1 stop7h 59mFrontier
Thu 1/25:15 amPHL - MDW
Nonstop2h 24mFrontier
Deal found 12/20$163
This FlightHub deal was found by Cheapflights users on 12/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2210:14 pmORD - PHL
Nonstop2h 07mFrontier
Wed 1/17:59 pmPHL - ORD
Nonstop2h 28mFrontier
Deal found 12/19$236
This Trip.com deal was found by Cheapflights users on 12/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/307:30 pmORD - PHL
1 stop14h 30mMultiple Airlines
Sat 1/47:07 pmPHL - ORD
1 stop25h 29mMultiple Airlines
Deal found 12/18$269
This Southwest deal was found by Cheapflights users on 12/18. 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 12/258:30 amMDW - PHL
Nonstop1h 55mSouthwest
Wed 1/17:35 amPHL - MDW
Nonstop2h 10mSouthwest
Deal found 12/18$316
This American Airlines deal was found by Cheapflights users on 12/18. 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.
Wed 12/256:31 amORD - PHL
Nonstop2h 02mAmerican Airlines
Wed 1/16:41 pmPHL - ORD
1 stop5h 56mAmerican Airlines
Deal found 12/18$325
This Delta deal was found by Cheapflights users on 12/19. 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 12/315:51 pmMDW - PHL
1 stop4h 23mDelta
Wed 1/16:00 amPHL - MDW
1 stop3h 50mDelta
Deal found 12/19$334
This Delta deal was found by Cheapflights users on 12/19. 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 12/315:57 pmORD - PHL
1 stop5h 55mDelta
Wed 1/16:00 amPHL - ORD
1 stop4h 21mDelta
Deal found 12/19$334
This Southwest deal was found by Cheapflights users on 12/18. 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.
Tue 12/3111:25 amORD - PHL
1 stop9h 20mSouthwest
Wed 1/16:15 amPHL - ORD
2 stops7h 45mSouthwest
Deal found 12/18$339
This Sun Country Air deal was found by Cheapflights users on 12/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/307:30 pmORD - PHL
1 stop14h 30mSun Country Air
Wed 1/112:22 pmPHL - ORD
1 stop23h 35mSun Country Air
Deal found 12/19$375
This Mytrip deal was found by Cheapflights users on 12/19. 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.
Sat 12/218:30 amORD - PHL
2 stops22h 03mSpirit Airlines
Sun 1/51:37 pmPHL - ORD
2 stops11h 56mSpirit Airlines
Deal found 12/19$408
This United Airlines deal was found by Cheapflights users on 12/18. 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.
Sat 12/282:30 pmORD - PHL
Nonstop2h 06mUnited Airlines
Wed 1/110:33 amPHL - ORD
Nonstop2h 32mUnited Airlines
Deal found 12/18$503

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 December 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 1/23

10:33 am-7:05 pm

1 stop7h 32m

Philadelphia

Mon 1/27

4:42 pm-10:27 pm

1 stop6h 45m

$103

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Sun 2/2

7:00 am-3:21 pm

1 stop7h 21m

Philadelphia

Sun 2/9

1:25 pm-3:02 pm

1 stop26h 37m

$115

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Thu 1/9

10:35 am-7:02 pm

1 stop7h 27m

Philadelphia

Tue 1/14

6:00 am-12:29 pm

1 stop7h 29m

$126

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Tue 5/6

6:15 am-2:40 pm

1 stop7h 25m

Philadelphia

Sat 5/10

6:10 am-10:21 pm

2 stops17h 11m

$165

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Sun 1/26

11:00 am-4:43 pm

1 stop4h 43m

Philadelphia

Fri 1/31

10:59 am-5:53 pm

1 stop7h 54m

$180

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 1/14

8:40 pm-9:45 pm

1 stop24h 05m

Philadelphia

Thu 1/16

5:00 am-2:25 pm

1 stop10h 25m

$228

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Tue 12/31

2:53 pm-5:55 pm

Nonstop2h 02m

Philadelphia

Wed 1/1

9:05 pm-10:37 pm

Nonstop2h 32m

$315

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Tue 2/18

6:30 pm-9:34 pm

Nonstop2h 04m

Philadelphia

Wed 2/19

6:00 am-9:48 am

1 stop4h 48m

$320

ChicagoPhiladelphia

MDW - PHL

MDWPHL

Chicago Midway

Tue 12/31

4:50 pm-11:29 pm

1 stop5h 39m

Philadelphia

Wed 1/1

6:05 am-11:08 am

1 stop6h 03m

$334

ChicagoPhiladelphia

ORD - PHL

ORDPHL

Chicago O'Hare Intl

Tue 12/31

5:57 pm-12:52 am

1 stop5h 55m

Philadelphia

Wed 1/1

6:00 am-9:21 am

1 stop4h 21m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 25 results
1
2
3

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 December 13, 2024.

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, September is the cheapest month in which you can book a flight from Chicago to Rehoboth Beach (average of $234). Flying from Chicago to Rehoboth Beach in March is currently the most expensive (average of $283). 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 December 20, 2024.

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 December 20, 2024.

The most flights from CHI to R3H are scheduled on a Friday (42 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (12 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 December 20, 2024.
Read reviews from past customers who have flown Spirit Airlines, Southwest and Frontier 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
4,821 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

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
4,821 reviews
Southwest
8.1
Very good
4,821 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

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.

Alaska Airlines
8.0
Very good
9,547 reviews
Southwest
8.1
Very good
4,821 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

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
8,601 reviews
Southwest
8.1
Very good
4,821 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

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
3,268 reviews
Southwest
8.1
Very good
4,821 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

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
9,041 reviews
Southwest
8.1
Very good
4,821 reviews

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

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 $53. Spirit Airlines flights start at $86 while deals on JetBlue 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 Frontier (93%), United Airlines (86%) and Air Canada (86%).

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

    The cheapest flight price from Chicago to Rehoboth Beach is $44. On average you can expect to pay $889. The most popular route, (Chicago O'Hare Intl - Philadelphia), can usually be booked for $141.

  • 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, September is the cheapest month in which you can book a flight from Chicago to Rehoboth Beach (average of $234). Flying from Chicago to Rehoboth Beach in March is currently the most expensive (average of $283). 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.

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 December 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$50Average$132FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$120Average$361FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$128Average$218FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$137Average$296FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$138Average$276FlexibilityNo cancel feeOn-time63%
DeltaCheapest$176Average$284FlexibilityNo cancel feeOn-timeN/A
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.