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Cheap flights from Maryland (MD) to Chicago (CHI)

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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.

Cheap flights from Maryland to Chicago in July, August 2020

The best prices found for Maryland to CHI flights for July, August
15 Jul - 22 Jul
$49pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
23 Jul - 25 Jul
$50pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
7 Jul - 22 Jul
$51pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington

Maryland to Chicago 2020 flight deals

Cheap flights to Chicago from Maryland found for this year
15 Jul - 22 Jul
$49pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
23 Jul - 25 Jul
$50pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
7 Jul - 22 Jul
$51pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington

Non-stop flights to Chicago from Maryland

Save time with Maryland to Chicago direct flight deals
15 Jul - 22 Jul
$49pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
23 Jul - 25 Jul
$50pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
7 Jul - 22 Jul
$51pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington

Last minute flights from Maryland to Chicago

Late deals on round-trip flights to Chicago from Maryland, departing today and this week
27 Jun - 15 Jul
$75pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
27 Jun - 7 Jul
$84pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
23 Jun - 30 Jun
$86pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington

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
1 Stop
5h 17m
BWI - ORD
Sun Country Air
3:45 pm - 4:59 pm
Spirit Airlines
Nonstop
2h 14m
BWI - ORD
Spirit Airlines
$71
FlyFar
8:24 am - 12:30 pm
Delta
1 Stop
5h 06m
BWI - MDW
Delta
$73
Delta

Related info for your journey

Useful info, stats and facts about Maryland to Chicago flights.

Flight FAQs

From Maryland to Chicago

Are flight prices decreasing from Maryland to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Maryland and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Maryland to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Maryland to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $49, but on average you can expect to pay $65.

Are there nonstop flights from Maryland to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Maryland to Chicago under $100. A good price for a nonstop flight from Maryland to Chicago is less than $66.

Are there last-minute flights available from Maryland to Chicago for under $100?

There are currently 20+ open flights from Maryland to Chicago within the next 7 days for less than $100.

What are the most popular airlines that fly from Maryland to Chicago?

When booking a flight from Maryland to Chicago, you may want to consider flying on American Airlines, Delta or Envoy Air as they are the most popular for this route.

What are the most popular routes from Maryland to Chicago?

While some choose either Baltimore/Washington - Chicago Midway or Salisbury-Ocean City - Chicago O'Hare Intl, Baltimore/Washington - Chicago O'Hare Intl is the most popular route from Maryland to Chicago.

What are the cheapest Flights from Maryland to Chicago?

Looking at all options, your cheapest flight can be booked for $75. While the most popular route (Baltimore/Washington - Chicago O'Hare Intl) can be booked for $34 on average our data indicates $184 when flying from Maryland to Chicago

What are the most reliable airlines from Maryland to Chicago?

Before booking your flight to Chicago from Maryland, check out the most reliable airlines to get you to your destination on time: Spirit Airlines (100%), Alaska Airlines (92%), Air New Zealand( 90%).

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
Flight duration
2h 05m
Average temperature for July in Chicago
84.2 °F
Avg rainfall for July in Chicago
3.7 ″

Airports servicing

Frederick (FDK)
Hagerstown (HGR)
Cumberland (OBT)
Salisbury (SBY)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)