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 20 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 20 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 $137. For sooner than that we have options available in the next 3 days from $157.

What is the cheapest month to fly from Maryland to Chicago?

Our data shows that April tends to be the cheapest month to fly to Chicago from Maryland. Users have commonly found prices around $135 for the month, but tickets can be as low as $33. Due to multiple factors, prepare for potentially higher prices in December.

Cheap flights from Maryland to Chicago in February, March 2021

31 Mar - 7 Apr
$59pp
BWI
Baltimore/Washington
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BWI
Baltimore/Washington
10 Mar - 12 Mar
$68pp
BWI
Baltimore/Washington
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BWI
Baltimore/Washington
9 Mar - 10 Mar
$71pp
BWI
Baltimore/Washington
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BWI
Baltimore/Washington

Maryland to Chicago 2021 flight deals

4 May - 11 May
$45pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
5 May - 8 May
$46pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
5 May - 7 May
$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

Non-stop flights to Chicago from Maryland

4 May - 11 May
$45pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
5 May - 8 May
$46pp
BWI
Baltimore/Washington
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BWI
Baltimore/Washington
5 May - 7 May
$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

Last minute flights from Maryland to Chicago

4 Mar - 11 Mar
$101pp
BWI
Baltimore/Washington
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BWI
Baltimore/Washington
5 Mar - 9 Mar
$105pp
BWI
Baltimore/Washington
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BWI
Baltimore/Washington
4 Mar - 5 Mar
$110pp
BWI
Baltimore/Washington
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BWI
Baltimore/Washington

One-way flights to Chicago from Maryland

12:48 pm - 2:03 pm
American Airlines
Nonstop
2h 15m
BWI - ORD
American Airlines
1:00 am - 12:26 pm
Spirit Airlines
1 Stop
12h 26m
BWI - ORD
Spirit Airlines
$53
Gotogate
12:30 pm - 5:21 pm
Frontier
1 Stop
29h 51m
BWI - ORD
Frontier
$63
Gotogate

Related info for your journey

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.

What safety measures are being taken by airlines flying from Maryland to Chicago to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from Maryland to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Maryland to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from Maryland to Chicago have new flexible policies in place due to COVID-19. United Airlines, American Airlines, and Spirit Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like United Airlines with this kind of flexibility.

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 $45, but on average you can expect to pay $60.

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 $62.

Are there last-minute flights available from Maryland to Chicago for under $200?

There are currently 20+ open flights from Maryland to Chicago within the next 7 days for less than $200.

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 Major Airline, American Airlines or JetBlue as they are the most popular for this route.

What are the most popular routes from Maryland to Chicago?

While some choose either Washington Reagan-National - Chicago O'Hare Intl or Washington Dulles Intl - 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 $47. While the most popular route (Baltimore/Washington - Chicago O'Hare Intl) can be booked for $45 on average our data indicates $393 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: Royal Jordanian (98%), Japan Airlines (94%), SkyWest Airlines( 91%).

How long is the flight from Maryland to Chicago?

There are many flights that can get you from Maryland to Chicago in 2h 08m. Fly via United Airlines, American Airlines, or Spirit Airlines to get the fastest option. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from Maryland to Chicago round-trip?

Cheapflights users have booked flights from Maryland to Chicago round-trip from $45. Another airline that can offer you cheap pricing is American Airlines.

What are the cheapest airlines to fly from Maryland to Chicago one-way?

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $18. However, be on the lookout for offers from American Airlines and Frontier, as they are both options that can get you from Maryland to Chicago for a low price.

Destination information for Chicago

Flight duration
2h 05m
Average temperature for February in Chicago
39.2 °F
Avg rainfall for February in Chicago
1.0 ″

Airports servicing

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

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 5 airlines flying from Maryland to Chicago

Airline Cheapest Average Flexibility On-time COVID-19 safety
Spirit Airlines
$56 $189 No cancel fee 65%
Delta
$72 $235 No cancel fee N/A
United Airlines
$67 $247 No cancel fee 69%
American Airlines
$51 $289 No cancel fee 71%
Southwest
$198 $418 No cancel fee 63%
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