$273+ 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 7/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACY
Jul 8 — Jul 151
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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Best
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 June 8, 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 June 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Wed 7/228:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Wed 7/298:06 pm
SBY
- ORD
1 stop17h 09m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Fri 8/1410:16 am
ORD
- SBY
1 stop8h 38m
Multiple Airlines
Wed 8/198:06 pm
SBY
- ORD
1 stop17h 19m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/21:29 pm
ORD
- SBY
2 stops29h 25m
Multiple Airlines
Wed 7/88:06 pm
SBY
- ORD
1 stop17h 09m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/3110:16 am
ORD
- SBY
1 stop8h 38m
Multiple Airlines
Mon 8/108:34 pm
SBY
- ORD
2 stops24h 19m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/47:52 am
ORD
- SBY
1 stop10h 34m
Multiple Airlines
Fri 7/108:34 pm
SBY
- ORD
1 stop27h 36m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:25 pm
ORD
- SBY
1 stop4h 33m
American Airlines
Sat 9/126:00 am
SBY
- ORD
1 stop5h 45m
American Airlines
Deal found 6/7![American Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 6/3. 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 7/165:07 am
ORD
- SBY
1 stop4h 51m
American Airlines
Tue 7/2111:25 am
SBY
- ORD
1 stop7h 14m
American Airlines
Deal found 6/3![American Airlines logo]()
$520
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:17 pm
ORD
- SBY
1 stop6h 13m
American Airlines
Sun 8/26:00 am
SBY
- ORD
1 stop6h 00m
American Airlines
Deal found 6/6![American Airlines logo]()
$550
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 June 8, 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 June 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Wed 7/228:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Wed 7/298:06 pm
SBY
- ORD
1 stop17h 09m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/6. 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 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 stop7h 40m
American Airlines
Sat 9/126:00 am
SBY
- ORD
1 stop5h 45m
American Airlines
Deal found 6/6![American Airlines logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/47:52 am
ORD
- SBY
1 stop10h 34m
Multiple Airlines
Fri 7/108:34 pm
SBY
- ORD
1 stop27h 36m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/3. 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 7/165:07 am
ORD
- SBY
1 stop4h 51m
American Airlines
Tue 7/2111:25 am
SBY
- ORD
1 stop7h 14m
American Airlines
Deal found 6/3![American Airlines logo]()
$520
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:17 pm
ORD
- SBY
1 stop6h 13m
American Airlines
Sun 8/26:00 am
SBY
- ORD
1 stop6h 00m
American Airlines
Deal found 6/6![American Airlines logo]()
$550
This American Airlines deal was found by Cheapflights users on 6/3. 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 7/315:07 pm
ORD
- SBY
1 stop4h 51m
American Airlines
Mon 8/1012:35 pm
SBY
- ORD
1 stop6h 07m
American Airlines
Deal found 6/3![American Airlines logo]()
$550
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/131:19 pm
ORD
- SBY
1 stop7h 45m
American Airlines
Sat 6/206:40 am
SBY
- ORD
1 stop4h 51m
American Airlines
Deal found 6/7![American Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 6/5. 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 6/203:21 pm
ORD
- SBY
1 stop6h 49m
American Airlines
Wed 6/246:00 am
SBY
- ORD
1 stop6h 00m
American Airlines
Deal found 6/5![American Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 6/5. 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 6/1912:00 pm
ORD
- SBY
1 stop7h 30m
American Airlines
Tue 6/236:40 am
SBY
- ORD
1 stop5h 20m
American Airlines
Deal found 6/5![American Airlines logo]()
$623
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:00 pm
ORD
- SBY
1 stop5h 10m
American Airlines
Sat 7/47:35 am
SBY
- ORD
1 stop5h 44m
American Airlines
Deal found 6/6![American Airlines logo]()
$623
Last-minute flights from Chicago to Ocean CityDiscover last-minute flight deals from Chicago to Ocean City. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Ocean City. Data last updated June 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/131:19 pm
ORD
- SBY
1 stop7h 45m
American Airlines
Sat 6/206:40 am
SBY
- ORD
1 stop4h 51m
American Airlines
Deal found 6/7![American Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 6/5. 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 6/1912:00 pm
ORD
- SBY
1 stop7h 30m
American Airlines
Tue 6/236:40 am
SBY
- ORD
1 stop5h 20m
American Airlines
Deal found 6/5![American Airlines logo]()
$623
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/21:29 pm
ORD
- SBY
2 stops29h 25m
Multiple Airlines
Wed 7/88:06 pm
SBY
- ORD
1 stop17h 09m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/47:52 am
ORD
- SBY
1 stop10h 34m
Multiple Airlines
Fri 7/108:34 pm
SBY
- ORD
1 stop27h 36m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/89:00 am
ORD
- SBY
1 stop6h 08m
American Airlines
Wed 7/154:33 pm
SBY
- ORD
1 stop6h 27m
American Airlines
Deal found 6/7![American Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 6/3. 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 7/165:07 am
ORD
- SBY
1 stop4h 51m
American Airlines
Tue 7/2111:25 am
SBY
- ORD
1 stop7h 14m
American Airlines
Deal found 6/3![American Airlines logo]()
$520
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Wed 7/228:05 am
ORD
- SBY
1 stop10h 21m
Multiple Airlines
Wed 7/298:06 pm
SBY
- ORD
1 stop17h 09m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:17 pm
ORD
- SBY
1 stop6h 13m
American Airlines
Sun 8/26:00 am
SBY
- ORD
1 stop6h 00m
American Airlines
Deal found 6/6![American Airlines logo]()
$550
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 7/3110:16 am
ORD
- SBY
1 stop8h 38m
Multiple Airlines
Mon 8/108:34 pm
SBY
- ORD
2 stops24h 19m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$464
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 June 8, 2026.
Search for one-way flight options from Chicago to Ocean City. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Mon 7/67:05 am
ORD
- SBY
2 stops11h 49m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$273
This KAYAK deal was found by Cheapflights users on 6/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/144:59 pm
ORD
- SBY
1 stop5h 11m
American Airlines
Deal found 6/3![American Airlines logo]()
$408
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 June 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $322 (Kiwi.com) |
One-way from | $273 (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 June 8, 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
Wed 7/22
8:05 am-7:26 pm
1 stop10h 21m
Salisbury-Ocean City
Wed 7/29
8:06 pm-12:15 pm
1 stop17h 09m
$322
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 7/4
7:52 am-7:26 pm
1 stop10h 34m
Salisbury-Ocean City
Fri 7/10
8:34 pm-11:10 pm
1 stop27h 36m
$466
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 9/5
1:22 pm-10:02 pm
1 stop7h 40m
Salisbury-Ocean City
Sat 9/12
6:00 am-10:45 am
1 stop5h 45m
$490
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Thu 7/16
5:07 am-10:58 am
1 stop4h 51m
Salisbury-Ocean City
Tue 7/21
11:25 am-5:39 pm
1 stop7h 14m
$520
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Thu 7/30
1:17 pm-8:30 pm
1 stop6h 13m
Salisbury-Ocean City
Sun 8/2
6:00 am-11:00 am
1 stop6h 00m
$550
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Fri 7/31
5:07 pm-10:58 pm
1 stop4h 51m
Salisbury-Ocean City
Mon 8/10
12:35 pm-5:42 pm
1 stop6h 07m
$550
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 6/13
1:19 pm-10:04 pm
1 stop7h 45m
Salisbury-Ocean City
Sat 6/20
6:40 am-10:31 am
1 stop4h 51m
$576
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Sat 6/20
3:21 pm-11:10 pm
1 stop6h 49m
Salisbury-Ocean City
Wed 6/24
6:00 am-11:00 am
1 stop6h 00m
$576
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Fri 6/19
12:00 pm-8:30 pm
1 stop7h 30m
Salisbury-Ocean City
Tue 6/23
6:40 am-11:00 am
1 stop5h 20m
$623
Quickest round-trip
ChicagoSalisbury
ORD - SBY
ORDSBY
Chicago O'Hare Intl
Mon 6/29
5:00 pm-11:10 pm
1 stop5h 10m
Salisbury-Ocean City
Sat 7/4
7:35 am-12:19 pm
1 stop5h 44m
$623
Showing 1-10 of 12 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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Find flights from Chicago to Ocean City, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Ocean City flights
Browse other Chicago and Ocean City flight options. Last updated on June 8, 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 June 8, 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 June 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$405 | FlexibilityNo cancel fee | On-time71% |