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

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How to find the cheapest flight from
Maryland to Chicago (CHI)

All the information you need to plan the best null to CHI flight in 2022: compare Maryland to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
What is the cheapest month to fly from Maryland to Chicago?

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Maryland in January are about $259 on average during January, but can be found for as low as $157.

How far in advance should I book a flight from Maryland to Chicago?

To save up to 47% on this flight, we recommend booking at least 61 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Maryland to Chicago from $309 1-2 weeks out and tickets from $388 for flights departing within the next 72 hours.

When is the cheapest time to fly from Maryland to Chicago (MD - CHI)?

When flying from Maryland to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Maryland to Chicago in August, September 2022

The best prices found for Maryland to CHI flights for August, September
11 Sep - 13 Sep
$126pp
BWI
Baltimore/Washington
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
BWI
Baltimore/Washington
3 Sep - 3 Sep
$134pp
BWI
Baltimore/Washington
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BWI
Baltimore/Washington
4 Sep - 13 Sep
$137pp
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 2022 flight deals

Cheap flights to Chicago from Maryland found for this year
11 Sep - 13 Sep
$126pp
BWI
Baltimore/Washington
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
BWI
Baltimore/Washington
3 Sep - 3 Sep
$134pp
BWI
Baltimore/Washington
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BWI
Baltimore/Washington
4 Sep - 13 Sep
$137pp
BWI
Baltimore/Washington
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BWI
Baltimore/Washington

Cheap United Airlines flights from Maryland to Chicago

24 Aug - 24 Aug
$165pp
IAD
Washington, D.C. Dulles Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
IAD
Washington, D.C. Dulles Intl
6 Sep - 7 Sep
$171pp
IAD
Washington, D.C. Dulles Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
IAD
Washington, D.C. Dulles Intl
3 Sep - 4 Sep
$180pp
DCA
Washington, D.C. Reagan-National
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
DCA
Washington, D.C. Reagan-National

Cheap American Airlines flights from Maryland to Chicago

3 Sep - 3 Sep
$134pp
BWI
Baltimore/Washington
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
BWI
Baltimore/Washington
3 Sep - 4 Sep
$141pp
DCA
Washington, D.C. Reagan-National
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
DCA
Washington, D.C. Reagan-National
6 Sep - 7 Sep
$147pp
DCA
Washington, D.C. Reagan-National
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
DCA
Washington, D.C. Reagan-National

Non-stop flights to Chicago from Maryland

Save time with Maryland to Chicago direct flight deals
28 Sep - 30 Sep
$178pp
DCA
Washington, D.C. Reagan-National
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
DCA
Washington, D.C. Reagan-National
3 Sep - 4 Sep
$179pp
DCA
Washington, D.C. Reagan-National
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
DCA
Washington, D.C. Reagan-National
3 Sep - 4 Sep
$180pp
DCA
Washington, D.C. Reagan-National
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
DCA
Washington, D.C. Reagan-National

Last minute flights from Maryland to Chicago

Late deals on round-trip flights to Chicago from Maryland, departing today and this week
17 Aug - 30 Aug
$170pp
BWI
Baltimore/Washington
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
BWI
Baltimore/Washington
16 Aug - 30 Aug
$176pp
BWI
Baltimore/Washington
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BWI
Baltimore/Washington
17 Aug - 25 Aug
$184pp
BWI
Baltimore/Washington
Multiple Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
 
1 STOP
BWI
Baltimore/Washington

One-way flights to Chicago from Maryland

The cheapest one-way flights from Maryland to Chicago
5:40 pm - 3:09 pm
Allegiant Air
1 Stop
22h 29m
BWI - MDW
Allegiant Air
$76
Kiwi.com
2:05 am - 11:13 am
Multiple Airlines
1 Stop
10h 08m
BWI - MDW
Multiple Airlines
$80
Kiwi.com
12:44 pm - 3:06 am
Frontier
1 Stop
15h 22m
BWI - MDW
Frontier
$81
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Maryland</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Maryland to Chicago

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 Delta 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 $200 on Cheapflights?

Yes, there are multiple flights from Maryland to Chicago for under $200. The cheapest flight booked recently is on Multiple Airlines for just $126, but on average you can expect to pay $144.

Are there nonstop flights from Maryland to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Maryland to Chicago under $200. A good price for a nonstop flight from Maryland to Chicago is less than $204.

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 days are nonstop flights available from Maryland to Chicago?

You can find nonstop flights on the following days: Saturday.

How many flights depart from Maryland to Chicago on average per day?

2 flight departures from Maryland to Chicago per day on average.
Afternoon (Noon - 6pm) - 100% of flight departures

How long is the flight from Maryland to Chicago?

There are many flights that can get you from Maryland to Chicago in 6h 58m. Fly via American Airlines or Spirit Airlines to get the fastest option. The distance between Maryland and Chicago is about 623 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $60. Users have also found prices from $61 and $62 on Allegiant Air and Frontier, respectively.

What are the most popular routes from Maryland to Chicago?

Most travelers choose Baltimore/Washington - Chicago O'Hare Intl, Washington, D.C. Reagan-National - Chicago O'Hare Intl or Washington, D.C. Dulles Intl - Chicago O'Hare Intl when deciding on the best route from Maryland to Chicago.

What are the most reliable airlines from Maryland to Chicago?

No one likes to see their flight delayed. When booking a flight from Maryland to Chicago consider choosing Republic Airways (100%), Iberia (94%) or ANA (92%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Maryland to Chicago?

Looking for the cheapest flight from Maryland to Chicago? While on average our users pay $306, our data indicates the cheapest price to be $71. The most popular route (Baltimore/Washington - Chicago O'Hare Intl), is priced around $137.

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

The most popular airlines flying from Maryland to Chicago are American Airlines, Alaska Airlines and JetBlue. Something to consider prior to booking your flight.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Maryland?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Maryland need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Maryland are not required to present a negative COVID-19 PCR test or antigen result upon entering Chicago.

Quarantine requirements
Visitors from Maryland are not required to quarantine after entering Chicago.

Do I need a test to fly back to Maryland from Chicago?

Returning to Maryland from Chicago

COVID-19 testing requirements
Visitors from Chicago are not required to present a negative COVID-19 PCR test or antigen result upon entering Maryland.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Maryland.

Hide COVID Travel Restrictions for Chicago, IL

Departure points for flights from Maryland to Chicago

Select to see more specific information for flights to Chicago from all departure points in Maryland.

Top 6 airlines flying from Maryland to Chicago

The chart below displays the airlines Cheapflights users traveling from Maryland to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Juneyao Airlines
$12 $20 No cancel fee 66%

We couldn't confirm the COVID-19 safety measures taken by Juneyao Airlines. Please check directly on their website for additional information.

Spirit Airlines
$61 $165 No cancel fee 65%
Delta
$87 $295 No cancel fee N/A
American Airlines
$98 $341 No cancel fee 71%
United Airlines
$129 $278 No cancel fee 69%
Alaska Airlines
$436 $436 No cancel fee 75%