$56+ Cheap flights from Chicago (CHI) to Maryland
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BWI
Feb 28 — Mar 71
1 adult, Economy
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Cheapest flights from Chicago to MarylandExplore the most affordable flight options available from Chicago to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
Explore the most affordable flight options available from Chicago to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
This Expedia deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:05 pm
ORD
- BWI
Nonstop2h 09m
Frontier
Thu 3/59:19 am
BWI
- ORD
Nonstop2h 27m
Frontier
Deal found 1/28![Frontier logo]()
$87
This CheapOair deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:16 pm
ORD
- BWI
1 stop11h 50m
Spirit Airlines
Wed 3/412:30 pm
BWI
- ORD
1 stop12h 17m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:15 am
ORD
- BWI
Nonstop2h 09m
Frontier
Fri 2/276:08 pm
BWI
- ORD
1 stop17h 43m
Frontier
Deal found 1/27![Frontier logo]()
$91
This Frontier deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1811:51 am
ORD
- BWI
1 stop11h 40m
Frontier
Thu 2/269:19 am
BWI
- ORD
Nonstop2h 27m
Frontier
Deal found 1/27![Frontier logo]()
$92
This Expedia deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:15 pm
ORD
- BWI
Nonstop2h 09m
Multiple Airlines
Thu 2/2612:30 pm
BWI
- ORD
1 stop9h 43m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$95
This Expedia deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:16 pm
ORD
- BWI
1 stop11h 50m
Spirit Airlines
Tue 3/312:30 pm
BWI
- ORD
1 stop12h 17m
Spirit Airlines
Deal found 1/27![Spirit Airlines logo]()
$98
This Frontier deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:15 am
ORD
- PHL
Nonstop2h 09m
Frontier
Mon 3/27:35 am
PHL
- ORD
Nonstop2h 36m
Frontier
Deal found 1/28![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:15 pm
ORD
- BWI
Nonstop2h 09m
Frontier
Mon 2/232:58 pm
BWI
- ORD
1 stop9h 17m
Frontier
Deal found 1/27![Frontier logo]()
$102
This Frontier deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/284:42 pm
ORD
- BWI
1 stop6h 54m
Frontier
Sun 3/19:59 pm
BWI
- ORD
Nonstop2h 27m
Frontier
Deal found 1/26![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1711:51 am
ORD
- BWI
1 stop11h 40m
Frontier
Thu 2/269:19 am
BWI
- ORD
Nonstop2h 27m
Frontier
Deal found 1/27![Frontier logo]()
$105
This Gotogate deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:15 am
ORD
- BWI
1 stop12h 46m
Multiple Airlines
Sun 3/19:59 pm
BWI
- ORD
Nonstop2h 27m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/174:43 pm
ORD
- BWI
1 stop15h 23m
Multiple Airlines
Thu 2/197:19 pm
BWI
- ORD
Nonstop2h 27m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$107
Find flight deals from Chicago to Maryland
Keep the following information in mind while searching for Chicago to Maryland flight deals. Data was last updated January 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $87 (Expedia) |
One-way from | $56 (CheapOair) |
Popular in | November |
Cheapest in | August |
Average price | $288 |
Good round-trip deal | $150 or less |
Good one-way deal | $74 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Maryland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Chicago to Maryland that are best for you.
Fly from
Chicago
Fly to
Maryland
Route
Depart
Return
Price
ChicagoBaltimore
ORD - BWI
ORDBWI
Chicago O'Hare Intl
Fri 2/27
8:16 pm-9:06 am
1 stop11h 50m
Baltimore/Washington
Sun 3/1
9:59 pm-11:26 pm
Nonstop2h 27m
$116
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Thu 2/19
9:05 am-4:43 pm
1 stop6h 38m
Washington, D.C. Dulles Intl
Sat 2/28
10:29 am-9:39 pm
1 stop12h 10m
$138
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Wed 2/11
6:15 am-5:47 pm
1 stop10h 32m
Baltimore/Washington
Thu 2/19
5:58 pm-10:37 pm
1 stop5h 39m
$142
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Thu 2/19
9:05 am-4:43 pm
1 stop6h 38m
Washington, D.C. Dulles Intl
Mon 2/23
11:41 am-7:47 pm
1 stop9h 06m
$148
ChicagoBaltimore
ORD - BWI
ORDBWI
Chicago O'Hare Intl
Wed 2/18
11:00 am-2:01 pm
Nonstop2h 01m
Baltimore/Washington
Sat 2/28
6:20 am-7:43 am
Nonstop2h 23m
$149
ChicagoBaltimore
ORD - BWI
ORDBWI
Chicago O'Hare Intl
Tue 2/24
11:00 am-2:01 pm
Nonstop2h 01m
Baltimore/Washington
Tue 3/3
10:30 am-11:53 am
Nonstop2h 23m
$149
ChicagoBaltimore
ORD - BWI
ORDBWI
Chicago O'Hare Intl
Wed 2/18
11:00 am-2:01 pm
Nonstop2h 01m
Baltimore/Washington
Thu 2/26
6:30 am-7:53 am
Nonstop2h 23m
$149
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Mon 3/2
2:19 pm-12:31 am
1 stop9h 12m
Baltimore/Washington
Thu 3/5
5:53 pm-10:29 pm
1 stop5h 36m
$152
ChicagoWashington, D.C.
MDW - IAD
MDWIAD
Chicago Midway
Thu 2/26
6:25 am-4:43 pm
1 stop9h 18m
Washington, D.C. Dulles Intl
Thu 3/5
11:22 am-4:16 pm
1 stop5h 54m
$153
ChicagoBaltimore
MDW - BWI
MDWBWI
Chicago Midway
Mon 3/2
7:05 pm-9:55 pm
Nonstop1h 50m
Baltimore/Washington
Thu 3/5
6:40 am-7:50 am
Nonstop2h 10m
$158
Showing 1-10 of 60 results
Best time to book a flight from Chicago to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Maryland
What is the cheapest month to book a flight from Chicago to Maryland?
Currently, February is the cheapest month in which you can book a flight from Chicago to Maryland (average of $58). Flying from Chicago to Maryland in April is currently the most expensive (average of $169). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to MD?
Find hourly flight availability from Chicago to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 29, 2026.
It’s typically best to fly out from Chicago to Maryland at noon. Doing so could potentially save you 19% on the flight price compared to flying in the evening, which is usually more expensive.
What is the cheapest day to fly from Chicago to Maryland?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Maryland. Price data was last updated on January 24, 2026.
Travelers seeking maximum savings on their Chicago to Maryland flight should consider departing on Monday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Chicago to Maryland
Explore weekly flight availability from Chicago to Maryland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 29, 2026.
The most flights from CHI to USMD are scheduled on a Thursday (20 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Chicago to Maryland?
Reviews of airlines servicing Maryland
Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated January 29, 2026.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Maryland have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Maryland
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Chicago to Maryland
Discover the top 5 airlines that operate flights from Chicago to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$42 | Average$119 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$57 | Average$159 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$114 | Average$289 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$148 | Average$378 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$158 | Average$278 | FlexibilityNo cancel fee | On-time63% |