How to find the cheapest flight from
Maryland to Chicago (CHI)
How far in advance should I book a flight from Maryland to Chicago?
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 37 days in advance, which can save you up to 10% on flights from Maryland to Chicago compared to booking the week you need them. Waiting 37 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $177. For sooner than that we have options available in the next 3 days from $177.
One-way flights to Chicago from Maryland
The cheapest one-way flights from Maryland to Chicago
8:00 am - 12:17 pm
Sun Country Air
3:45 pm - 4:59 pm
Related info for your journey
Useful info, stats and facts about Maryland to Chicago flights.
Arrival points for flights from Maryland to Chicago
Destination information for Chicago
Things to know before you go. Useful info for your trip from Maryland to Chicago
Chicago Midway (MDW)