$440+ Cheap flights from Chicago (CHI) to Salisbury, MD (SBY)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SBY
Sep 30 — Oct 71
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Salisbury 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 Salisbury
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Cheapest flights from Chicago to SalisburyExplore 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 August 31, 2026.
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 August 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/267:21 pm -
2 stops47h 34m
Sat 10/38:06 pm -
1 stop19h 39m
Deal found 8/27![Multiple Airlines logo]()
$440
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:50 pm -
1 stop27h 05m
Mon 9/148:35 pm -
2 stops22h 48m
Deal found 8/26![Multiple Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/263:00 pm -
1 stop6h 59m
Sat 10/36:41 am -
1 stop6h 35m
Deal found 8/27![American Airlines logo]()
$500
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:15 am -
1 stop7h 16m
Fri 10/28:35 pm -
2 stops18h 42m
Deal found 8/26![Multiple Airlines logo]()
$513
This American Airlines deal was found by Cheapflights users on 8/28. 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.
Sun 12/203:20 pm -
1 stop6h 23m
Tue 12/296:28 am -
1 stop5h 37m
Deal found 8/28![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 8/29. 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 10/85:00 am -
1 stop5h 02m
Sun 10/117:41 am -
1 stop7h 49m
Deal found 8/29![American Airlines logo]()
$560
This KAYAK deal was found by Cheapflights users on 8/28. 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.
Thu 10/2212:05 pm -
1 stop7h 36m
Sat 10/244:45 pm -
1 stop7h 15m
Deal found 8/28![American Airlines logo]()
$574
This American Airlines deal was found by Cheapflights users on 8/28. 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 -
1 stop5h 34m
Sat 9/126:41 am -
1 stop6h 35m
Deal found 8/28![American Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/115:48 pm -
1 stop4h 11m
Tue 9/154:36 pm -
1 stop6h 55m
Deal found 8/27![American Airlines logo]()
$627
Best flights from Chicago to SalisburyDiscover carefully curated flight deals from Chicago to Salisbury that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
Discover carefully curated flight deals from Chicago to Salisbury that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
This American Airlines deal was found by Cheapflights users on 8/29. 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 10/85:00 am -
1 stop5h 02m
Sun 10/117:41 am -
1 stop7h 49m
Deal found 8/29![American Airlines logo]()
$560
This KAYAK deal was found by Cheapflights users on 8/28. 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.
Thu 10/2212:05 pm -
1 stop7h 36m
Sat 10/244:45 pm -
1 stop7h 15m
Deal found 8/28![American Airlines logo]()
$574
This American Airlines deal was found by Cheapflights users on 8/28. 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 -
1 stop5h 34m
Sat 9/126:41 am -
1 stop6h 35m
Deal found 8/28![American Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 8/31. 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 9/158:59 am -
1 stop5h 51m
Sat 9/196:41 am -
1 stop6h 35m
Deal found 8/31![American Airlines logo]()
$586
This American Airlines deal was found by Cheapflights users on 8/30. 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 10/13:00 pm -
1 stop6h 59m
Sun 10/46:41 am -
1 stop5h 15m
Deal found 8/30![American Airlines logo]()
$709
Last-minute flights from Chicago to SalisburyDiscover last-minute flight deals from Chicago to Salisbury. Data last updated August 31, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Salisbury. Data last updated August 31, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/28. 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 -
1 stop5h 34m
Sat 9/126:41 am -
1 stop6h 35m
Deal found 8/28![American Airlines logo]()
$583
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:50 pm -
1 stop27h 05m
Mon 9/148:35 pm -
2 stops22h 48m
Deal found 8/26![Multiple Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/115:48 pm -
1 stop4h 11m
Tue 9/154:36 pm -
1 stop6h 55m
Deal found 8/27![American Airlines logo]()
$627
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:15 am -
1 stop7h 16m
Fri 10/28:35 pm -
2 stops18h 42m
Deal found 8/26![Multiple Airlines logo]()
$513
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 9/267:21 pm -
2 stops47h 34m
Sat 10/38:06 pm -
1 stop19h 39m
Deal found 8/27![Multiple Airlines logo]()
$440
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/263:00 pm -
1 stop6h 59m
Sat 10/36:41 am -
1 stop6h 35m
Deal found 8/27![American Airlines logo]()
$500
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 August 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $440 (Kiwi.com) |
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 7,457,451 searches. Data last updated August 31, 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
Cheapest round-trip
ChicagoSalisbury
ORD Chicago O'Hare Intl - SBY Salisbury-Ocean City
ORDSBY
Chicago O'Hare Intl
Thu 10/8
5:00 am-11:02 am
1 stop5h 02m
Salisbury-Ocean City
Sun 10/11
7:41 am-2:30 pm
1 stop7h 49m
$560
ChicagoSalisbury
ORD Chicago O'Hare Intl - SBY Salisbury-Ocean City
ORDSBY
Chicago O'Hare Intl
Thu 10/22
12:05 pm-8:41 pm
1 stop7h 36m
Salisbury-Ocean City
Sat 10/24
4:45 pm-11:00 pm
1 stop7h 15m
$574
Quickest round-trip
ChicagoSalisbury
ORD Chicago O'Hare Intl - SBY Salisbury-Ocean City
ORDSBY
Chicago O'Hare Intl
Sat 9/5
1:22 pm-7:56 pm
1 stop5h 34m
Salisbury-Ocean City
Sat 9/12
6:41 am-12:16 pm
1 stop6h 35m
$583
ChicagoSalisbury
ORD Chicago O'Hare Intl - SBY Salisbury-Ocean City
ORDSBY
Chicago O'Hare Intl
Tue 9/15
8:59 am-3:50 pm
1 stop5h 51m
Salisbury-Ocean City
Sat 9/19
6:41 am-12:16 pm
1 stop6h 35m
$586
ChicagoSalisbury
ORD Chicago O'Hare Intl - SBY Salisbury-Ocean City
ORDSBY
Chicago O'Hare Intl
Thu 10/1
3:00 pm-10:59 pm
1 stop6h 59m
Salisbury-Ocean City
Sun 10/4
6:41 am-10:56 am
1 stop5h 15m
$709
Sorted by cheapest first
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
CHI-SBY
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 Salisbury
CHI-SBY
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 Salisbury. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Salisbury?
Book flights to Salisbury if you plan to visit one of these locationsChincoteague
Georgetown
Seaford
Bethany Beach
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