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$545+ Cheap flights from Salisbury, MD (SBY) to Chicago (CHI)

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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
SBY — CHI
May 12 — May 191
Mon 5/12
Mon 5/19
1 adult, Economy
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Cheap flight deals from Salisbury to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Salisbury (SBY) to Chicago (CHI). 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 7, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$545
(American Airlines)
Provider with most accurate pricing for Salisbury-Ocean City-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Salisbury-Ocean City-Chicago (CHI) flights.
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From Salisbury-Ocean City to Chicago (CHI)
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Find flight deals from Salisbury to Chicago

Cheapest flights from Salisbury to Chicago
Explore the most affordable flight options available from Salisbury to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2025.

This American Airlines deal was found by Cheapflights users on 5/6. 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.
Fri 6/611:07 amSBY - ORD
1 stop5h 41mAmerican Airlines
Sun 6/84:45 pmORD - SBY
1 stop4h 13mAmerican Airlines
Deal found 5/6$545

Cheapflights Fare Finder

Customize your flight search to find flights from Salisbury to Chicago 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 7, 2025.
Use the filters below to find and compare flights from Salisbury to Chicago that are best for you.

Fly from

Salisbury

Fly to

Chicago

Route

Depart

Return

Price

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Fri 6/6

11:07 am-3:48 pm

1 stop5h 41m

Chicago O'Hare Intl

Sun 6/8

4:45 pm-9:58 pm

1 stop4h 13m

$545

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Compare providers for flights from Salisbury to Chicago

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 Salisbury to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 Salisbury, Maryland-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Salisbury, Maryland-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Salisbury, Maryland-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Salisbury, Maryland-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Salisbury, Maryland-Chicago 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 Salisbury to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Salisbury 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 Salisbury to Chicago

What is the cheapest month to book a flight from Salisbury, Maryland to Chicago?

Currently, August is the cheapest month in which you can book a flight from Salisbury, Maryland to Chicago (average of $245). Flying from Salisbury, Maryland to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 7, 2025.
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.5

Boarding

7.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

Related info for your journey

Find useful and relevant information for your journey from Salisbury to Chicago. 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 from for flights from Salisbury to Chicago?

    If you book a flight to Chicago from Salisbury, you will be flying from 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 Salisbury-Ocean City to Chicago per day from 1 airline.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Salisbury to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Salisbury, Maryland to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Salisbury, Maryland to Chicago (average of $245). Flying from Salisbury, Maryland to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Salisbury?

Book flights to Salisbury if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top airline flying from Salisbury to Chicago

Discover the top airline that operate flights from Salisbury to Chicago. 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 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$420Average$440FlexibilityNo cancel feeOn-time71%

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