Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Salisbury, Maryland to Chicago from $378

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Salisbury, Maryland to Chicago departing on 3/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Salisbury, Maryland to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:08 pm - 11:38 pm
SBY
-
ORD
28h 30m
1 stop
Multiple Airlines Logo
8:58 pm - 8:03 pm
ORD
-
SBY
46h 05m
2 stops
$378Multiple Airlines
Mon, Mar 30 - Mon, Apr 6
American Airlines Logo
6:26 pm - 11:54 pm
SBY
-
ORD
6h 28m
1 stop
American Airlines Logo
7:15 am - 1:21 pm
ORD
-
SBY
5h 06m
1 stop
$490American Airlines
Thu, May 14 - Mon, May 18
Multiple Airlines Logo
8:08 pm - 11:38 pm
SBY
-
ORD
28h 30m
1 stop
Multiple Airlines Logo
5:01 am - 7:28 pm
ORD
-
SBY
13h 27m
2 stops
$504Multiple Airlines
Mon, Mar 16 - Fri, Mar 20
American Airlines Logo
1:51 pm - 7:40 pm
SBY
-
ORD
6h 49m
1 stop
American Airlines Logo
6:40 am - 2:13 pm
ORD
-
SBY
6h 33m
1 stop
$536American Airlines
Sat, Mar 14 - Wed, Mar 18
Multiple Airlines Logo
8:08 pm - 11:38 pm
SBY
-
ORD
28h 30m
1 stop
Multiple Airlines Logo
9:30 am - 7:28 pm
ORD
-
SBY
8h 58m
1 stop
$550Multiple Airlines
Mon, Mar 16 - Fri, Mar 20
American Airlines Logo
6:40 am - 10:34 am
SBY
-
ORD
4h 54m
1 stop
American Airlines Logo
1:17 pm - 10:04 pm
ORD
-
SBY
7h 47m
1 stop
$585American Airlines
Thu, Jun 11 - Mon, Jun 15
American Airlines Logo
2:38 pm - 6:17 pm
SBY
-
ORD
4h 39m
1 stop
American Airlines Logo
5:00 am - 1:25 pm
ORD
-
SBY
7h 25m
1 stop
$610American Airlines
Thu, Mar 12 - Sun, Mar 15
American Airlines Logo
6:40 am - 12:17 pm
SBY
-
ORD
6h 37m
2 stops
American Airlines Logo
5:16 pm - 11:04 pm
ORD
-
SBY
4h 48m
1 stop
$792American Airlines
Thu, Jun 11 - Mon, Jun 15
American Airlines Logo
8:03 am - 2:03 pm
SBY
-
ORD
7h 00m
2 stops
American Airlines Logo
1:39 pm - 10:08 pm
ORD
-
SBY
7h 29m
1 stop
$815American Airlines
Mon, Mar 30 - Mon, Apr 6
American Airlines Logo
7:43 am - 2:16 pm
SBY
-
ORD
7h 33m
2 stops
American Airlines Logo
5:44 pm - 10:35 pm
ORD
-
SBY
3h 51m
1 stop
$827American Airlines
Sat, Mar 14 - Wed, Mar 18

American Airlines flights from Salisbury, Maryland to Chicago

Our best American Airlines deals on Salisbury, Maryland to Chicago flight tickets
American Airlines
May 14
SBY6:26 pmSalisbury-Ocean City
6h 28m
1 stop
ORD11:54 pmChicago O'Hare Intl
May 18
ORD7:15 amChicago O'Hare Intl
5h 06m
1 stop
SBY1:21 pmSalisbury-Ocean City
$490
American Airlines
Mar 14
SBY1:51 pmSalisbury-Ocean City
6h 49m
1 stop
ORD7:40 pmChicago O'Hare Intl
Mar 18
ORD6:40 amChicago O'Hare Intl
6h 33m
1 stop
SBY2:13 pmSalisbury-Ocean City
$536
American Airlines
Jun 11
SBY6:40 amSalisbury-Ocean City
4h 54m
1 stop
ORD10:34 amChicago O'Hare Intl
Jun 15
ORD1:17 pmChicago O'Hare Intl
7h 47m
1 stop
SBY10:04 pmSalisbury-Ocean City
$585

momondo Fare Finder

 
Customize your flight search to find flights from Salisbury, Maryland 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, momondo users made 832,500 searches. Data last updated March 3, 2026.
Use the filters below to find and compare flights from Salisbury, Maryland to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Mon 3/30

8:08 pm-11:38 pm

1 stop28h 30m

Chicago O'Hare Intl

Mon 4/6

8:58 pm-8:03 pm

2 stops46h 05m

$378

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Thu 5/14

6:26 pm-11:54 pm

1 stop6h 28m

Chicago O'Hare Intl

Mon 5/18

7:15 am-1:21 pm

1 stop5h 06m

$490

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Mon 3/16

8:08 pm-11:38 pm

1 stop28h 30m

Chicago O'Hare Intl

Fri 3/20

5:01 am-7:28 pm

2 stops13h 27m

$504

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Sat 3/14

1:51 pm-7:40 pm

1 stop6h 49m

Chicago O'Hare Intl

Wed 3/18

6:40 am-2:13 pm

1 stop6h 33m

$536

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Mon 3/16

8:08 pm-11:38 pm

1 stop28h 30m

Chicago O'Hare Intl

Fri 3/20

9:30 am-7:28 pm

1 stop8h 58m

$550

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Thu 6/11

6:40 am-10:34 am

1 stop4h 54m

Chicago O'Hare Intl

Mon 6/15

1:17 pm-10:04 pm

1 stop7h 47m

$585

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Thu 3/12

2:38 pm-6:17 pm

1 stop4h 39m

Chicago O'Hare Intl

Sun 3/15

5:00 am-1:25 pm

1 stop7h 25m

$610

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Thu 6/11

6:40 am-12:17 pm

2 stops6h 37m

Chicago O'Hare Intl

Mon 6/15

5:16 pm-11:04 pm

1 stop4h 48m

$792

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Mon 3/30

8:03 am-2:03 pm

2 stops7h 00m

Chicago O'Hare Intl

Mon 4/6

1:39 pm-10:08 pm

1 stop7h 29m

$815

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Sat 3/14

7:43 am-2:16 pm

2 stops7h 33m

Chicago O'Hare Intl

Wed 3/18

5:44 pm-10:35 pm

1 stop3h 51m

$827

Flights are sorted by cheapest round-trip flights first.

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Salisbury, Maryland to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Salisbury-Ocean City to Chicago?

American Airlines is the most popular carrier operating from Salisbury-Ocean City to Chicago

What airlines fly to Chicago?

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago from Salisbury, Maryland according to our data. United Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When to book flights from Salisbury, Maryland to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Salisbury, Maryland to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Salisbury, Maryland to Chicago (SBY to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Salisbury, Maryland to Chicago

Fastest flight time

5h 33m

Direct flights

None
The fastest flight from Salisbury, Maryland to Chicago takes 5h 33m
There are no direct flights from Salisbury, Maryland to Chicago. There are no popular flight routes from Salisbury, Maryland to Chicago.
Search flight deals

  • How far is Salisbury-Ocean City to Chicago by plane?

    The straight-line distance from Salisbury-Ocean City to Chicago is 679.1 mi. By plane, this route typically takes 5h 33m.

  • When did momondo last update prices for flights from Salisbury-Ocean City Airport to Chicago?

    Prices for flights from Salisbury-Ocean City Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Salisbury-Ocean City Airport to Chicago?

  • How old do you have to be to fly from Salisbury-Ocean City Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Salisbury-Ocean City Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Salisbury, Maryland to Chicago

Compare and see reviews for airlines that fly from Salisbury, Maryland to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $388Free CancellationRating
7.1
11,375 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Salisbury to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Salisbury to Chicago for you.

Can I find flights from Salisbury to Chicago with flexible booking policies on momondo?

All flight searches from Salisbury to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Salisbury to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Salisbury to Chicago.

I’m not ready to book a flight from Salisbury to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Salisbury to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 4/2
Thu 4/9
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport