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Salisbury

$220+ Cheap flights from Chicago (CHI) to Salisbury, MD (SBY)

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 — SBY
Jun 24 — Jul 11
Wed 6/24
Wed 7/1
1 adult, Economy
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Cheap flight deals from Chicago to Salisbury

Cheapest flights from Chicago to Salisbury
Explore the most affordable flight options available from Chicago to Salisbury. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 25, 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 5/24. 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 stop7h 14m
American Airlines
Deal found 5/24$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 5/24. 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 6/179:30 am
ORD
-
SBY
1 stop5h 39m
American Airlines
Tue 6/306:40 am
SBY
-
ORD
1 stop5h 20m
American Airlines
Deal found 5/24$573

Find flight deals from Chicago to Salisbury

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Salisbury (SBY). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$314
(Kiwi.com)

One-way from

$294
(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.
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From Chicago (CHI) to Salisbury-Ocean City
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One-way flight from Chicago (CHI) to Salisbury-Ocean City
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Salisbury 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 25, 2026.
Use the filters below to find and compare flights from Chicago to Salisbury 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

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

Thu 6/11

4:59 pm-7:31 pm

1 stop25h 32m

Salisbury-Ocean City

Wed 6/17

9:42 pm-11:19 pm

1 stop26h 37m

$565
Quickest round-trip

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Wed 6/17

9:30 am-4:09 pm

1 stop5h 39m

Salisbury-Ocean City

Tue 6/30

6:40 am-11:00 am

1 stop5h 20m

$573

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Sat 6/13

1:19 pm-8:30 pm

1 stop6h 11m

Salisbury-Ocean City

Sat 6/20

6:40 am-10:31 am

1 stop4h 51m

$576

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Mon 6/1

6:55 am-7:31 pm

2 stops11h 36m

Salisbury-Ocean City

Wed 6/3

9:42 pm-11:13 pm

1 stop26h 31m

$596

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Fri 6/12

10:16 am-7:31 pm

1 stop8h 15m

Salisbury-Ocean City

Mon 6/15

8:11 pm-11:19 pm

1 stop28h 08m

$612

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Fri 6/19

5:10 am-11:02 am

1 stop4h 52m

Salisbury-Ocean City

Tue 6/23

6:00 am-12:20 pm

1 stop7h 20m

$614

ChicagoSalisbury

ORD - SBY

ORDSBY

Chicago O'Hare Intl

Fri 7/3

1:17 pm-10:03 pm

1 stop7h 46m

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

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/24

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

Compare providers for flights from Chicago to Salisbury

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Salisbury in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Salisbury, Maryland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Salisbury, Maryland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Salisbury, Maryland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Salisbury, Maryland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Salisbury, Maryland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Salisbury

Have a flexible travel schedule? Discover the best time to fly to Salisbury 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 Salisbury
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 Salisbury. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Salisbury from Chicago?

    If you book a flight to Salisbury from Chicago, you will be flying to Salisbury-Ocean City, which is the city’s only airport. Salisbury-Ocean City (SBY) is located 5.0 mi from the center of Salisbury. There are 0 flights from Chicago to Salisbury-Ocean City per day from 1 airline.

  • How long is the flight from Chicago to Salisbury, Maryland?

    For as low as $573, American Airlines can have you in Salisbury, Maryland from Chicago in 5h 39m. There are 700 mi between Chicago and Salisbury, Maryland.

  • What is the cheapest airline to fly from Chicago to Salisbury, Maryland round-trip?

    Currently priced at $384, American Airlines will fly you from Chicago to Salisbury, Maryland and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip.

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

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

  • How can I find direct flights from Chicago to Salisbury?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Salisbury 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

Traveling to a place near Salisbury?

Book flights to Salisbury if you plan to visit one of these locations
Georgetown
Seaford
Chincoteague
Bethany Beach

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Chicago to Salisbury

Discover the top airline that operate flights from Chicago to Salisbury. 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 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$384Average$500FlexibilityNo cancel feeOn-time71%

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