HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Ocean City

$220+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACY
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
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

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 May 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/23. 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.
Sat 7/258:05 am
ORD
-
SBY
1 stop10h 21m
Multiple Airlines
Sat 8/18:06 pm
SBY
-
ORD
1 stop17h 09m
Multiple Airlines
Deal found 5/23$314
This Kiwi.com deal was found by Cheapflights users on 5/23. 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.
Sat 7/258:05 am
ORD
-
SBY
1 stop10h 21m
Multiple Airlines
Fri 7/318:34 pm
SBY
-
ORD
2 stops24h 19m
Multiple Airlines
Deal found 5/23$430
This Kiwi.com deal was found by Cheapflights users on 5/23. 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.
Sun 7/261:50 pm
ORD
-
SBY
2 stops29h 04m
Multiple Airlines
Sat 8/18:06 pm
SBY
-
ORD
1 stop17h 09m
Multiple Airlines
Deal found 5/23$469
This American Airlines deal was found by Cheapflights users on 5/25. 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 9/51:22 pm
ORD
-
SBY
1 stop5h 34m
American Airlines
Sat 9/126:00 am
SBY
-
ORD
1 stop7h 14m
American Airlines
Deal found 5/25$490
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1210:16 am
ORD
-
SBY
1 stop8h 15m
Multiple Airlines
Mon 6/158:11 pm
SBY
-
ORD
2 stops33h 56m
Multiple Airlines
Deal found 5/21$536
This American Airlines deal was found by Cheapflights users on 5/22. 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 10/112:40 pm
ORD
-
SBY
1 stop6h 01m
American Airlines
Sun 10/45:00 am
SBY
-
ORD
1 stop5h 24m
American Airlines
Deal found 5/22$550
This Kiwi.com deal was found by Cheapflights users on 5/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/114:59 pm
ORD
-
SBY
1 stop25h 32m
Multiple Airlines
Wed 6/179:42 pm
SBY
-
ORD
1 stop26h 37m
Multiple Airlines
Deal found 5/21$565
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/178:00 am
ORD
-
SBY
1 stop7h 09m
American Airlines
Tue 6/306:00 am
SBY
-
ORD
1 stop6h 00m
American Airlines
Deal found 5/26$573

Find 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 May 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$314
(Kiwi.com)

One-way from

$220
(Kiwi.com)
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
Search Deals
One-way flight from Chicago (CHI) to Ocean City
Search Deals

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 May 26, 2026.
Use the filters below to find and compare flights from Chicago to Ocean City that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Sun 7/26

1:50 pm-7:54 pm

2 stops29h 04m

Salisbury-Ocean City

Sat 8/1

8:06 pm-12:15 pm

1 stop17h 09m

$469

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Sat 9/5

8:54 am-4:15 pm

1 stop6h 21m

Salisbury-Ocean City

Sat 9/12

5:00 am-9:24 am

1 stop5h 24m

$490

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Mon 7/27

10:16 am-7:54 pm

1 stop8h 38m

Salisbury-Ocean City

Sat 8/1

8:06 pm-12:15 pm

1 stop17h 09m

$501

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Wed 6/17

8:00 am-4:09 pm

1 stop7h 09m

Salisbury-Ocean City

Tue 6/30

6:00 am-11:00 am

1 stop6h 00m

$573
Quickest round-trip

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Sat 6/13

5:00 pm-11:10 pm

1 stop5h 10m

Salisbury-Ocean City

Sat 6/20

6:40 am-10:31 am

1 stop4h 51m

$576

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Fri 7/3

3:29 pm-10:58 pm

1 stop6h 29m

Salisbury-Ocean City

Sun 7/5

6:00 am-11:00 am

1 stop6h 00m

$620
Cheapest one-way

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Thu 8/20

5:30 pm-7:54 pm

1 stop25h 24m

$220

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Thu 7/2

4:59 pm-7:54 pm

1 stop25h 55m

$311
Quickest one-way

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Mon 6/15

6:55 am-7:31 pm

2 stops11h 36m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Sorted by cheapest first

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
No data available for this route at this time. Please check back soon.

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 21m. 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.

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 airline flying from Chicago to Ocean City

Discover the top airline 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 May 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$138Average$405FlexibilityNo cancel feeOn-time71%

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.