$36 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 9/15. 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

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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

Wed, Aug 6 - Wed, Aug 13
Frontier Logo
6:31 pm - 7:36 pmBWI-MDW
2h 05mnonstop
Frontier Logo
2:48 pm - 5:46 pmMDW-BWI
1h 58mnonstop
$77Frontier
Find Deal
Thu, Aug 21 - Mon, Aug 25
Frontier Logo
5:06 pm - 6:28 pmBWI-ORD
2h 22mnonstop
Frontier Logo
1:15 pm - 4:21 pmORD-BWI
2h 06mnonstop
$77Frontier
Find Deal
Thu, Sep 4 - Sun, Sep 7
 Logo
9:59 pm - 11:20 pmBWI-ORD
2h 21mnonstop
 Logo
6:10 am - 9:02 amORD-BWI
1h 52mnonstop
Thu, Sep 11 - Sun, Sep 14
Spirit Airlines Logo
9:57 am - 11:10 amBWI-ORD
2h 13mnonstop
Spirit Airlines Logo
6:10 am - 9:02 amORD-BWI
1h 52mnonstop
$82Spirit Airlines
Find Deal
Thu, Sep 11 - Sun, Sep 14
Spirit Airlines Logo
9:57 am - 11:10 amBWI-ORD
2h 13mnonstop
Spirit Airlines Logo
6:10 am - 9:02 amORD-BWI
1h 52mnonstop
$84Spirit Airlines
Find Deal
Mon, Aug 11 - Sun, Aug 17
 Logo
11:36 am - 12:58 pmBWI-ORD
2h 22mnonstop
 Logo
6:20 am - 9:09 amORD-BWI
1h 49mnonstop
Tue, Aug 5 - Tue, Aug 12
American Airlines Logo
7:20 am - 8:45 amPHL-ORD
2h 25mnonstop
American Airlines Logo
5:00 am - 8:03 amORD-PHL
2h 03mnonstop
$141American Airlines
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Sat, Aug 16 - Sat, Aug 23
American Airlines Logo
2:18 pm - 3:45 pmPHL-ORD
2h 27mnonstop
American Airlines Logo
9:11 pm - 12:24 amORD-PHL
2h 13mnonstop
$143American Airlines
Find Deal
Thu, Sep 18 - Sat, Sep 20
Southwest Logo
5:55 am - 7:00 amPHL-MDW
2h 05mnonstop
Southwest Logo
9:50 am - 12:50 pmMDW-PHL
2h 00mnonstop
$149Southwest
Find Deal
Thu, Aug 21 - Mon, Aug 25
Southwest Logo
9:05 am - 10:05 amDCA-MDW
2h 00mnonstop
Southwest Logo
5:25 pm - 8:20 pmMDW-DCA
1h 55mnonstop
$157Southwest
Find Deal
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$36
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 0% lower on average.
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.

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.

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