$103 Find Cheap Flights from Maryland to Chicago - Compare and Save

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Flight Deals

Cheap Flights from Maryland to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Maryland to Chicago

Fri, Dec 11 - Thu, Dec 17
Frontier Logo
1:05 pm - 7:48 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
7h 43m1 stop Dallas/Fort Worth
Frontier Logo
1:10 pm - 4:13 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
2h 03mnonstop
$191Frontier
Sat, Dec 5 - Mon, Dec 7
Frontier Logo
6:00 am - 2:30 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
9h 30m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:29 pm - 9:07 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
9h 38m1 stop Atlanta Hartsfield-Jackson
$191Frontier
Tue, Dec 8 - Wed, Dec 9
United Airlines Logo
5:20 pm - 6:41 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 21mnonstop
United Airlines Logo
6:50 am - 9:44 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
1h 54mnonstop
$209United Airlines
Wed, Dec 9 - Tue, Dec 15
United Airlines Logo
5:20 pm - 6:41 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 21mnonstop
United Airlines Logo
6:50 am - 9:40 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
1h 50mnonstop
$209United Airlines
Wed, Dec 9 - Tue, Dec 15
Southwest Logo
5:50 pm - 6:55 pmBWI  Baltimore/Washington-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
12:50 pm - 3:30 pmMDW  Chicago Midway-BWI Baltimore/Washington
1h 40mnonstop
$209Southwest
Wed, Dec 9 - Tue, Dec 15
Southwest Logo
5:50 pm - 6:55 pmBWI  Baltimore/Washington-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
1:15 pm - 5:25 pmMDW  Chicago Midway-BWI Baltimore/Washington
3h 10m1 stop Cincinnati Cinci./N. Kentucky
$215Southwest
Sat, Dec 5 - Sat, Dec 5
Delta Logo
6:00 am - 10:29 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
5h 29m1 stop Detroit Metropolitan Wayne County
Delta Logo
2:41 pm - 9:50 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
6h 09m1 stop Detroit Metropolitan Wayne County
$219Delta
Wed, Dec 9 - Fri, Dec 11
Multiple Airlines Logo
6:00 am - 2:30 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
9h 30m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
11:45 am - 11:04 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
10h 19m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
$228Multiple Airlines
Thu, Jan 28 - Mon, Feb 1
American Airlines Logo
6:21 pm - 7:59 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 38mnonstop
American Airlines Logo
2:45 pm - 5:51 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
2h 06mnonstop
$277American Airlines
Sat, Jan 23 - Wed, Jan 27
American Airlines Logo
7:25 am - 9:00 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 35mnonstop
American Airlines Logo
9:14 pm - 12:16 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
2h 02mnonstop
$277American Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$103
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 13% 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
Hammond
Saint Joseph
Portage
Lansing
Valparaiso
Chesterton
Munster
Schererville
Porter
Monticello
Saint John
Griffith

More options for your flight to Chicago