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Cheap flights from Salisbury, Maryland to Chicago from $197

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Salisbury, Maryland to Chicago departing on 8/19. 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
1 adult, Economy, 0 bags

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
8:34 pm - 11:08 pm-
27h 34m
Multiple Airlines Logo
9:10 pm - 7:26 pm-
21h 16m
$376Multiple Airlines
Fri, Aug 21 - Tue, Aug 25
Multiple Airlines Logo
7:27 pm - 11:08 pm-
28h 41m
Multiple Airlines Logo
6:05 am - 7:54 pm-
12h 49m
$406Multiple Airlines
Mon, Aug 31 - Mon, Sep 7
Multiple Airlines Logo
7:27 pm - 8:08 pm-
25h 41m
Multiple Airlines Logo
6:05 am - 7:54 pm-
12h 49m
$408Multiple Airlines
Mon, Aug 31 - Mon, Sep 7
Multiple Airlines Logo
8:34 pm - 8:08 pm-
24h 34m
Multiple Airlines Logo
6:05 am - 7:54 pm-
12h 49m
$435Multiple Airlines
Mon, Aug 17 - Fri, Aug 21
Multiple Airlines Logo
8:34 pm - 11:10 pm-
27h 36m
Multiple Airlines Logo
1:59 pm - 8:32 pm-
29h 33m
$446Multiple Airlines
Fri, Aug 14 - Tue, Aug 18
Multiple Airlines Logo
8:34 pm - 11:10 pm-
27h 36m
Multiple Airlines Logo
5:59 pm - 8:32 pm-
25h 33m
$468Multiple Airlines
Fri, Aug 14 - Tue, Aug 18
Multiple Airlines Logo
8:34 pm - 11:08 pm-
27h 34m
Multiple Airlines Logo
6:05 am - 7:54 pm-
12h 49m
$472Multiple Airlines
Mon, Aug 17 - Fri, Aug 21
American Airlines Logo
6:41 am - 11:08 am-
5h 27m
American Airlines Logo
4:00 pm - 10:59 pm-
5h 59m
$500American Airlines
Sat, Sep 5 - Fri, Sep 11
American Airlines Logo
6:05 am - 10:51 am-
5h 46m
American Airlines Logo
4:54 pm - 10:59 pm-
5h 05m
$505American Airlines
Sat, Sep 5 - Fri, Sep 11
Multiple Airlines Logo
8:06 pm - 8:02 am-
36h 56m
Multiple Airlines Logo
8:05 am - 7:26 pm-
10h 21m
$586Multiple Airlines
Sat, Aug 15 - Wed, Aug 19

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American Airlines flights from Salisbury, Maryland to Chicago

Our best American Airlines deals on Salisbury, Maryland to Chicago flight tickets
American Airlines
Sep 5
SBY6:41 amSalisbury-Ocean City
5h 27m
1 stop
ORD11:08 amChicago O'Hare Intl
Sep 11
ORD4:00 pmChicago O'Hare Intl
5h 59m
1 stop
SBY10:59 pmSalisbury-Ocean City
$500
American Airlines
Sep 5
SBY6:05 amSalisbury-Ocean City
5h 46m
1 stop
ORD10:51 amChicago O'Hare Intl
Sep 11
ORD4:54 pmChicago O'Hare Intl
5h 05m
1 stop
SBY10:59 pmSalisbury-Ocean City
$505
American Airlines
Aug 15
SBY7:30 amSalisbury-Ocean City
7h 52m
1 stop
ORD2:22 pmChicago O'Hare Intl
Aug 19
ORD3:25 pmChicago O'Hare Intl
6h 33m
1 stop
SBY10:58 pmSalisbury-Ocean City
$608

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 August 4, 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

Cheapest round-trip

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Fri 8/21

8:34 pm-11:08 pm

1 stop27h 34m

Chicago O'Hare Intl

Tue 8/25

9:10 pm-7:26 pm

2 stops21h 16m

$376

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Mon 8/31

7:27 pm-11:08 pm

1 stop28h 41m

Chicago O'Hare Intl

Mon 9/7

6:05 am-7:54 pm

1 stop12h 49m

$406

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Mon 8/31

7:27 pm-8:08 pm

2 stops25h 41m

Chicago O'Hare Intl

Mon 9/7

6:05 am-7:54 pm

1 stop12h 49m

$408

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Mon 8/17

8:34 pm-8:08 pm

2 stops24h 34m

Chicago O'Hare Intl

Fri 8/21

6:05 am-7:54 pm

1 stop12h 49m

$435

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Fri 8/14

8:34 pm-11:10 pm

1 stop27h 36m

Chicago O'Hare Intl

Tue 8/18

1:59 pm-8:32 pm

2 stops29h 33m

$446

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Fri 8/14

8:34 pm-11:10 pm

1 stop27h 36m

Chicago O'Hare Intl

Tue 8/18

5:59 pm-8:32 pm

1 stop25h 33m

$468

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Mon 8/17

8:34 pm-11:08 pm

1 stop27h 34m

Chicago O'Hare Intl

Fri 8/21

6:05 am-7:54 pm

1 stop12h 49m

$472

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Sat 9/5

6:41 am-11:08 am

1 stop5h 27m

Chicago O'Hare Intl

Fri 9/11

4:00 pm-10:59 pm

1 stop5h 59m

$500
Quickest round-trip

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Sat 9/5

6:05 am-10:51 am

1 stop5h 46m

Chicago O'Hare Intl

Fri 9/11

4:54 pm-10:59 pm

1 stop5h 05m

$505

SalisburyChicago

SBY - ORD

SBYORD

Salisbury-Ocean City

Sat 8/15

8:06 pm-8:02 am

2 stops36h 56m

Chicago O'Hare Intl

Wed 8/19

8:05 am-7:26 pm

1 stop10h 21m

$586

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 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 54% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 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 27m

Direct flights

None
The fastest flight from Salisbury, Maryland to Chicago takes 5h 27m
There are no direct flights from Salisbury, Maryland to Chicago. There are no popular flight routes from Salisbury, Maryland to Chicago.
Search flight deals

Frequently asked questions about flying from Salisbury, Maryland to Chicago

  • 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 27m.

  • 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 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.

Traveling to a place near Chicago?

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

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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