HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Ocean City

$421+ Cheap flights from Chicago (CHI) to Ocean City, MD

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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACY
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Ocean City 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.

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 September 16, 2025.

Round-trip from

$453
(American Airlines)

One-way from

$421
(American Airlines)
From Chicago (CHI) to Ocean City
Search Deals
One-way flight from Chicago (CHI) to Ocean City
Search Deals

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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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 10/15:00 amORD - SBY
1 stop6h 50mAmerican Airlines
Sat 11/111:45 amSBY - ORD
1 stop5h 20mAmerican Airlines
Deal found 9/15$453
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 10/79:45 amORD - SBY
1 stop6h 34mAmerican Airlines
Sun 10/127:03 pmSBY - ORD
1 stop4h 36mAmerican Airlines
Deal found 9/14$548
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/189:55 amORD - SBY
1 stop5h 55mAmerican Airlines
Sun 9/216:37 amSBY - ORD
1 stop5h 01mAmerican Airlines
Deal found 9/14$550
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/412:33 pmORD - SBY
1 stop7h 32mAmerican Airlines
Mon 10/67:03 pmSBY - ORD
1 stop4h 36mAmerican Airlines
Deal found 9/15$702
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 9/2612:32 pmORD - SBY
1 stop7h 33mAmerican Airlines
Mon 9/296:37 amSBY - ORD
1 stop6h 43mAmerican Airlines
Deal found 9/15$704
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/35:00 amORD - SBY
1 stop6h 50mAmerican Airlines
Sat 10/46:00 amSBY - ORD
2 stops7h 34mAmerican Airlines
Deal found 9/14$790
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 9/299:55 amORD - SBY
1 stop5h 55mAmerican Airlines
Fri 10/37:10 pmSBY - ORD
1 stop14h 33mAmerican Airlines
Deal found 9/14$859

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 September 16, 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

Wed 10/1

5:00 am-12:50 pm

1 stop6h 50m

Salisbury-Ocean City

Sat 11/1

11:45 am-4:05 pm

1 stop5h 20m

$453

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Sat 3/14

2:36 pm-7:42 pm

1 stop4h 06m

Salisbury-Ocean City

Wed 3/18

8:58 am-3:09 pm

1 stop7h 11m

$530

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Fri 10/3

4:45 pm-10:11 pm

1 stop4h 26m

Salisbury-Ocean City

Sat 10/4

8:45 am-2:06 pm

1 stop6h 21m

$548

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Tue 10/7

9:45 am-5:19 pm

1 stop6h 34m

Salisbury-Ocean City

Sun 10/12

7:03 pm-10:39 pm

1 stop4h 36m

$548

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Sat 10/4

12:33 pm-9:05 pm

1 stop7h 32m

Salisbury-Ocean City

Mon 10/6

7:03 pm-10:39 pm

1 stop4h 36m

$702

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Fri 9/26

12:32 pm-9:05 pm

1 stop7h 33m

Salisbury-Ocean City

Mon 9/29

6:37 am-12:20 pm

1 stop6h 43m

$704

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Sat 9/27

9:55 am-4:41 pm

1 stop5h 46m

$421

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Fri 9/26

12:32 pm-9:05 pm

1 stop7h 33m

$463

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, April is the cheapest month in which you can book a flight from Chicago to Ocean City (average of $138). Flying from Chicago to Ocean City in November is currently the most expensive (average of $235). 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 September 16, 2025.

When flying from Chicago to Ocean City, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 16, 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
10,000 reviews

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.4

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Entertainment

6.9

Crew

8.0

Overall

7.2

Boarding

7.5

Food

6.4

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 50m. 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, April is the cheapest month in which you can book a flight from Chicago to Ocean City (average of $138). Flying from Chicago to Ocean City in November is currently the most expensive (average of $235). 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.

Alternative routes for Chicago to Ocean City

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Reagan-National flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Baltimore flights
Midway to Baltimore flights
Midway to Dulles Intl flights
Midway to Philadelphia flights
Midway to Reagan-National flights
St. Louis to Dulles Intl flights
St. Louis to Reagan-National flights
St. Louis to Baltimore flights
St. Louis to Philadelphia flights
Moline to Reagan-National flights
Peoria to Dulles Intl flights
Moline to Dulles Intl flights
Peoria to Reagan-National flights
Peoria to Philadelphia flights
Peoria to Baltimore flights
Moline to Baltimore flights
Moline to Philadelphia flights
Bloomington to Reagan-National flights
Evansville to Dulles Intl flights
Evansville to Baltimore flights
Bloomington to Dulles Intl flights
Springfield to Baltimore flights
Evansville to Reagan-National flights
Evansville to Philadelphia flights
Bloomington to Baltimore flights
Dubuque to Philadelphia flights
Springfield to Reagan-National flights
Bloomington to Philadelphia flights
O'Hare Intl to Salisbury flights
Springfield to Dulles Intl flights
Champaign to Reagan-National flights
Champaign to Philadelphia flights
Champaign to Baltimore flights
Decatur to Baltimore flights
Champaign to Dulles Intl flights
Dubuque to Reagan-National flights
Dubuque to Baltimore flights
St. Louis to Salisbury flights
Moline to Salisbury flights

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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$158Average$339FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$202Average$277FlexibilityNo cancel feeOn-time65%

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.