$57 Find Cheap Flights from Maryland to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$104
Overall average: $328
Multiple Airlines
Fri 3/6Mon 3/9
BWI - ORD • Non-stop
Cheapest non-stop
$107
Typical prices: $229-$345
Frontier
Fri 5/1Mon 5/4
BWI - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Maryland to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Maryland to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Maryland to Chicago

Fri, Mar 6 - Mon, Mar 9
Multiple Airlines Logo
4:28 pm - 5:55 pm
BWI
-
ORD
2h 27mnonstop
Multiple Airlines Logo
8:16 pm - 9:06 am
ORD
-
BWI
11h 50m
1 stop
$104Multiple Airlines
Tue, Mar 10 - Wed, Mar 11
Frontier Logo
6:05 am - 6:41 pm
BWI
-
ORD
13h 36m
1 stop
Frontier Logo
9:28 am - 12:41 am
ORD
-
BWI
14h 13m
1 stop
$106Frontier
Thu, Feb 26 - Sun, Mar 1
Frontier Logo
9:19 am - 10:46 am
BWI
-
ORD
2h 27mnonstop
Frontier Logo
6:05 pm - 9:14 pm
ORD
-
BWI
2h 09mnonstop
$107Frontier
Mon, Mar 23 - Thu, Apr 2
Frontier Logo
4:32 pm - 5:59 pm
BWI
-
ORD
2h 27mnonstop
Frontier Logo
1:19 pm - 4:24 pm
ORD
-
BWI
2h 05mnonstop
$108Frontier
Fri, Mar 6 - Mon, Mar 9
Multiple Airlines Logo
4:28 pm - 5:55 pm
BWI
-
ORD
2h 27mnonstop
Multiple Airlines Logo
8:16 pm - 9:06 am
ORD
-
BWI
11h 50m
1 stop
$109Multiple Airlines
Tue, Feb 24 - Thu, Feb 26
Multiple Airlines Logo
12:30 pm - 11:47 pm
BWI
-
ORD
12h 17m
1 stop
Multiple Airlines Logo
5:15 am - 8:24 am
ORD
-
BWI
2h 09mnonstop
$110Multiple Airlines
Tue, Feb 24 - Wed, Feb 25
Spirit Airlines Logo
12:30 pm - 11:47 pm
BWI
-
ORD
12h 17m
1 stop
Spirit Airlines Logo
8:16 pm - 9:06 am
ORD
-
BWI
11h 50m
1 stop
$114Spirit Airlines
Tue, Apr 7 - Wed, Apr 8
United Airlines Logo
7:00 pm - 8:35 pm
DCA
-
ORD
2h 35mnonstop
United Airlines Logo
11:15 am - 2:14 pm
ORD
-
DCA
1h 59mnonstop
$197United Airlines
Tue, Apr 7 - Wed, Apr 8
Southwest Logo
7:55 am - 9:00 am
DCA
-
MDW
2h 05mnonstop
Southwest Logo
4:20 pm - 7:10 pm
MDW
-
DCA
1h 50mnonstop
$197Southwest
Tue, Apr 14 - Tue, Apr 14
Southwest Logo
9:55 am - 10:55 am
DCA
-
MDW
2h 00mnonstop
Southwest Logo
1:55 pm - 6:40 pm
MDW
-
DCA
3h 45m
1 stop
$203Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$57
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Baltimore to Chicago Midway Airport

FAQs for booking flights from Maryland to Chicago

  • How does KAYAK find such low prices on flights from Maryland to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Maryland to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Maryland to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Maryland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Maryland to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Maryland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Maryland to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

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

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Maryland

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $463
Business Class flights to Chicagofrom $468
Premium Economy Class flights to Chicagofrom $375
Economy Class flights to Chicagofrom $59