$209+ 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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACY
Aug 10 — Aug 171
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Ocean City with Cheapflights
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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
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Last-minute
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Cheapest flights from Chicago to Ocean CityExplore 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 July 11, 2026.
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 July 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Wed 8/198:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Wed 8/268:06 pm
SBY
- ORD
1 stop17h 44m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Wed 8/198:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Mon 8/248:34 pm
SBY
- ORD
1 stop27h 34m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Wed 8/198:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Sat 8/228:06 pm
SBY
- ORD
2 stops24h 53m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Wed 8/58:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Wed 8/128:06 pm
SBY
- ORD
1 stop17h 09m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/211:59 pm
ORD
- SBY
2 stops28h 27m
Multiple Airlines
Wed 8/268:06 pm
SBY
- ORD
1 stop17h 44m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Mon 8/177:05 am
ORD
- SBY
2 stops11h 49m
Multiple Airlines
Wed 8/268:06 pm
SBY
- ORD
1 stop17h 44m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/207:44 pm
ORD
- SBY
1 stop23h 10m
Multiple Airlines
Wed 8/269:12 pm
SBY
- ORD
2 stops23h 47m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Mon 8/177:05 am
ORD
- SBY
2 stops11h 49m
Multiple Airlines
Mon 8/248:34 pm
SBY
- ORD
1 stop27h 34m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$322
Best flights from Chicago to Ocean CityDiscover carefully curated flight deals from Chicago to Ocean City that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 11, 2026.
Discover carefully curated flight deals from Chicago to Ocean City that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/158:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Mon 8/178:34 pm
SBY
- ORD
2 stops18h 02m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$365
This American Airlines deal was found by Cheapflights users on 7/10. 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 9/57:30 am
ORD
- SBY
1 stop7h 45m
American Airlines
Sat 9/126:00 am
SBY
- ORD
1 stop5h 45m
American Airlines
Deal found 7/10![American Airlines logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Wed 8/58:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Fri 8/148:34 pm
SBY
- ORD
2 stops24h 19m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/158:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Sat 8/228:06 pm
SBY
- ORD
2 stops24h 53m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 7/10. 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 8/158:54 am
ORD
- SBY
1 stop6h 21m
American Airlines
Sat 8/226:41 am
SBY
- ORD
1 stop5h 27m
American Airlines
Deal found 7/10![American Airlines logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Tue 7/285:13 pm
ORD
- SBY
1 stop26h 19m
Multiple Airlines
Mon 8/38:34 pm
SBY
- ORD
2 stops20h 34m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$445
This American Airlines deal was found by Cheapflights users on 7/8. 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 8/125:05 am
ORD
- SBY
1 stop6h 04m
American Airlines
Sun 8/166:41 am
SBY
- ORD
1 stop5h 27m
American Airlines
Deal found 7/8![American Airlines logo]()
$520
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/158:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Fri 8/218:34 pm
SBY
- ORD
2 stops24h 34m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$448
This American Airlines deal was found by Cheapflights users on 7/8. 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 9/232:59 pm
ORD
- SBY
1 stop5h 21m
American Airlines
Sun 9/276:05 am
SBY
- ORD
1 stop5h 40m
American Airlines
Deal found 7/8![American Airlines logo]()
$520
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/141:15 pm
ORD
- SBY
1 stop7h 02m
American Airlines
Wed 8/199:45 am
SBY
- ORD
1 stop8h 03m
American Airlines
Deal found 7/11![American Airlines logo]()
$520
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 7/6![Multiple Airlines logo]()
$478
Last-minute flights from Chicago to Ocean CityDiscover last-minute flight deals from Chicago to Ocean City. Data last updated July 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Ocean City. Data last updated July 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Wed 8/58:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Wed 8/128:06 pm
SBY
- ORD
1 stop17h 09m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Mon 8/177:05 am
ORD
- SBY
2 stops11h 49m
Multiple Airlines
Wed 8/268:06 pm
SBY
- ORD
1 stop17h 44m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Mon 8/177:05 am
ORD
- SBY
2 stops11h 49m
Multiple Airlines
Mon 8/248:34 pm
SBY
- ORD
1 stop27h 34m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Wed 8/198:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Wed 8/268:06 pm
SBY
- ORD
1 stop17h 44m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Wed 8/198:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Mon 8/248:34 pm
SBY
- ORD
1 stop27h 34m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Wed 8/198:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Sat 8/228:06 pm
SBY
- ORD
2 stops24h 53m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/207:44 pm
ORD
- SBY
1 stop23h 10m
Multiple Airlines
Wed 8/269:12 pm
SBY
- ORD
2 stops23h 47m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/211:59 pm
ORD
- SBY
2 stops28h 27m
Multiple Airlines
Wed 8/268:06 pm
SBY
- ORD
1 stop17h 44m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$302
One-way flights from Chicago to Ocean CitySearch for one-way flight options from Chicago to Ocean City. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
Search for one-way flight options from Chicago to Ocean City. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Wed 7/228:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 7/247:05 am
ORD
- SBY
2 stops11h 49m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 7/6. 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.
Tue 7/211:50 pm
ORD
- SBY
2 stops29h 42m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$245
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 July 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $228 (Kiwi.com) |
One-way from | $209 (Kiwi.com) |
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 July 11, 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
Cheapest round-trip
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 8/15
8:05 am-7:26 pm
1 stop10h 21m
Salisbury-Ocean City
Mon 8/17
8:34 pm-1:36 pm
2 stops18h 02m
$365
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Wed 8/5
8:05 am-7:26 pm
1 stop10h 21m
Salisbury-Ocean City
Fri 8/14
8:34 pm-7:53 pm
2 stops24h 19m
$393
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 8/15
8:05 am-7:26 pm
1 stop10h 21m
Salisbury-Ocean City
Sat 8/22
8:06 pm-7:59 pm
2 stops24h 53m
$395
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Tue 7/28
5:13 pm-8:32 pm
1 stop26h 19m
Salisbury-Ocean City
Mon 8/3
8:34 pm-4:08 pm
2 stops20h 34m
$445
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 8/15
8:05 am-7:26 pm
1 stop10h 21m
Salisbury-Ocean City
Fri 8/21
8:34 pm-8:08 pm
2 stops24h 34m
$448
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 7/25
8:05 am-7:26 pm
1 stop10h 21m
Salisbury-Ocean City
Sat 8/1
8:06 pm-12:15 pm
1 stop17h 09m
$478
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 9/5
7:30 am-4:15 pm
1 stop7h 45m
Salisbury-Ocean City
Sat 9/12
6:00 am-10:45 am
1 stop5h 45m
$490
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 8/15
8:54 am-4:15 pm
1 stop6h 21m
Salisbury-Ocean City
Sat 8/22
6:41 am-11:08 am
1 stop5h 27m
$490
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Wed 8/12
5:05 am-12:09 pm
1 stop6h 04m
Salisbury-Ocean City
Sun 8/16
6:41 am-11:08 am
1 stop5h 27m
$520
Quickest round-trip
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Wed 9/23
2:59 pm-9:20 pm
1 stop5h 21m
Salisbury-Ocean City
Sun 9/27
6:05 am-10:45 am
1 stop5h 40m
$520
Showing 1-10 of 14 resultsSorted 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.
ORD-SBY
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
CHI-OC9
ORD-SBY
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.
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Alternative routes for Chicago to Ocean City
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Complete your trip
Complete your trip to Ocean City by adding a car rental and/or hotel reservation to your travel itinerary.
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Chicago and Ocean City flights
Browse other Chicago and Ocean City flight options. Last updated on July 11, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on July 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 July 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$208 | Average$433 | FlexibilityNo cancel fee | On-time71% |