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Ocean City

$490+ Cheap flights from Chicago (CHI) to Ocean City, MD

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACY
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Chicago to Ocean City

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

This American Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 11/62:03 pmORD - SBY
1 stop4h 46mAmerican Airlines
Sun 11/96:30 amSBY - ORD
1 stop4h 55mAmerican Airlines
Deal found 11/2$590

Cheap flight deals from Chicago to Ocean City

Keep the following information in mind while searching for Chicago to Ocean City flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$490
(American Airlines)
Provider with most accurate pricing for Chicago (CHI)-Salisbury-Ocean City flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Salisbury-Ocean City flights.
Search Deals
From Chicago (CHI) to Ocean City
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Ocean City 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 November 3, 2025.
Use the filters below to find and compare flights from Chicago to Ocean City that are best for you.

Fly from

Chicago

Fly to

Ocean City

Route

Depart

Return

Price

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Fri 5/1

11:53 am-7:47 pm

1 stop6h 54m

Salisbury-Ocean City

Sun 5/17

6:49 am-11:08 am

1 stop5h 19m

$490

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Sat 3/7

8:03 am-1:23 pm

1 stop4h 20m

Salisbury-Ocean City

Tue 3/10

12:02 pm-3:09 pm

1 stop4h 07m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Best time to book a flight from Chicago to Ocean City

Have a flexible travel schedule? Discover the best time to fly to Ocean City 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 Ocean City

What is the cheapest month to book a flight from Chicago to Ocean City?

Currently, August is the cheapest month in which you can book a flight from Chicago to Ocean City (average of $142). Flying from Chicago to Ocean City in March is currently the most expensive (average of $569). 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 OC9?

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

It’s typically best to fly out from Chicago to Ocean City in the morning. Doing so could potentially save you 23% on the flight price compared to flying in the evening, which is usually more expensive.

Reviews of airlines servicing Ocean City

Get insights into the airlines that provide service to Ocean City. 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 Ocean City. Reviews last updated November 3, 2025.
See what other customers who have flown with American Airlines from Chicago to Ocean City have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,038 reviews

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,038 reviews
American Airlines
7.2
Good
11,038 reviews

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Food

6.4

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

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

  • How long is the flight from Chicago to Ocean City?

    Airlines like American Airlines fly from Chicago to Ocean City in about 6h 54m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 700 mi.

  • Can I find deals for flights from Chicago to Ocean City that include hotel bookings?

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

  • How can I find direct flights from Chicago to Ocean City?

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

  • Can I find deals for business class flights from Chicago to Ocean City?

    Yes. Cheapflights offers flight deals from Chicago to Ocean City 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 Ocean City?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Ocean City (average of $142). Flying from Chicago to Ocean City in March is currently the most expensive (average of $569). 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 2 airlines flying from Chicago to Ocean City

Discover the top 2 airlines that operate flights from Chicago to Ocean City. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$158Average$339FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$202Average$277FlexibilityNo cancel feeOn-time65%

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