Cheap flights from Maryland to Chicago from $103

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Maryland to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 2:30 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
9h 30m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:29 pm - 8:42 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
9h 13m1 stop Atlanta Hartsfield-Jackson
$193Frontier
Wed, Dec 9 - Sun, Dec 13
Frontier Logo
8:41 pm - 7:20 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
11h 39m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:29 pm - 9:07 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
9h 38m1 stop Atlanta Hartsfield-Jackson
$193Frontier
Wed, Dec 9 - Mon, Dec 14
Southwest Logo
7:55 am - 9:00 amBWI  Baltimore/Washington-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
4:25 pm - 7:15 pmMDW  Chicago Midway-BWI Baltimore/Washington
1h 50mnonstop
$199Southwest
Wed, Dec 2 - Sat, Dec 5
Southwest Logo
5:50 pm - 6:55 pmBWI  Baltimore/Washington-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
6:00 am - 9:00 amMDW  Chicago Midway-BWI Baltimore/Washington
2h 00mnonstop
$199Southwest
Tue, Dec 1 - Tue, Dec 8
United Airlines Logo
6:10 am - 7:31 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 21mnonstop
United Airlines Logo
6:50 am - 9:40 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
1h 50mnonstop
$199United Airlines
Tue, Dec 1 - Tue, Dec 8
United Airlines Logo
6:10 am - 7:31 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 21mnonstop
United Airlines Logo
6:50 am - 9:44 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
1h 54mnonstop
$199United Airlines
Wed, Dec 2 - Wed, Dec 9
American Airlines Logo
6:28 pm - 8:10 pmBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 42mnonstop
American Airlines Logo
9:31 pm - 12:28 amORD  Chicago O'Hare Intl-BWI Baltimore/Washington
1h 57mnonstop
$206American Airlines
Sat, Dec 5 - Sat, Dec 5
American Airlines Logo
7:18 am - 8:50 amBWI  Baltimore/Washington-ORD Chicago O'Hare Intl
2h 32mnonstop
American Airlines Logo
9:00 pm - 11:57 pmORD  Chicago O'Hare Intl-BWI Baltimore/Washington
1h 57mnonstop
$211American Airlines
Tue, Dec 15 - Wed, Dec 16
Delta Logo
6:32 pm - 10:54 pmBWI  Baltimore/Washington-MDW Chicago Midway
5h 22m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:37 am - 4:57 pmMDW  Chicago Midway-BWI Baltimore/Washington
6h 20m1 stop Detroit Metropolitan Wayne County
$219Delta
Sat, Dec 5 - Sat, Dec 12
Delta Logo
6:00 am - 10:28 amBWI  Baltimore/Washington-MDW Chicago Midway
5h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:41 pm - 11:35 pmMDW  Chicago Midway-BWI Baltimore/Washington
3h 54m1 stop Detroit Metropolitan Wayne County
$219Delta
Wed, Dec 9 - Wed, Dec 9

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Frontier flights from Maryland to Chicago

Our best Frontier deals on Maryland to Chicago flight tickets
Frontier
Nov 26
BWI2:29 pmBaltimore/Washington
2h 28m
ORD3:57 pmChicago O'Hare Intl
Nov 27
ORD7:49 amChicago O'Hare Intl
8h 56m
1 stop
BWI5:45 pmBaltimore/Washington
$193
Frontier
Nov 23
BWI2:29 pmBaltimore/Washington
2h 28m
ORD3:57 pmChicago O'Hare Intl
Nov 24
ORD6:20 amChicago O'Hare Intl
27h 07m
1 stop
BWI10:27 amBaltimore/Washington
$194
Frontier
Nov 19
BWI9:53 amBaltimore/Washington
2h 30m
ORD11:23 amChicago O'Hare Intl
Nov 23
ORD7:49 amChicago O'Hare Intl
8h 56m
1 stop
BWI5:45 pmBaltimore/Washington
$195

United Airlines flights from Maryland to Chicago

Our best United Airlines deals on Maryland to Chicago flight tickets
United Airlines
Dec 2
BWI6:10 amBaltimore/Washington
2h 21m
ORD7:31 amChicago O'Hare Intl
Dec 9
ORD6:50 amChicago O'Hare Intl
1h 54m
BWI9:44 amBaltimore/Washington
$199
United Airlines
Nov 4
BWI5:31 pmBaltimore/Washington
2h 21m
ORD6:52 pmChicago O'Hare Intl
Nov 6
ORD6:29 pmChicago O'Hare Intl
2h 13m
BWI9:42 pmBaltimore/Washington
$213

momondo Fare Finder

 
Use the filters below to find and compare flights from Maryland to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Wed 12/9

6:00 am-2:30 pm

1 stop9h 30m

Chicago O'Hare Intl

Sun 12/13

10:29 pm-8:42 am

1 stop9h 13m

$193

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Wed 12/9

8:41 pm-7:20 am

1 stop11h 39m

Chicago O'Hare Intl

Mon 12/14

10:29 pm-9:07 am

1 stop9h 38m

$193
Quickest round-trip

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Wed 12/2

7:55 am-9:00 am

Nonstop2h 05m

Chicago Midway

Sat 12/5

4:25 pm-7:15 pm

Nonstop1h 50m

$199

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Tue 12/1

5:50 pm-6:55 pm

Nonstop2h 05m

Chicago Midway

Tue 12/8

6:00 am-9:00 am

Nonstop2h 00m

$199

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Tue 12/1

6:10 am-7:31 am

Nonstop2h 21m

Chicago O'Hare Intl

Tue 12/8

6:50 am-9:40 am

Nonstop1h 50m

$199

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Wed 12/2

6:10 am-7:31 am

Nonstop2h 21m

Chicago O'Hare Intl

Wed 12/9

6:50 am-9:44 am

Nonstop1h 54m

$199

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Sat 12/5

6:28 pm-8:10 pm

Nonstop2h 42m

Chicago O'Hare Intl

Sat 12/5

9:31 pm-12:28 am

Nonstop1h 57m

$206

BaltimoreChicago

BWI Baltimore/Washington - ORD Chicago O'Hare Intl

BWIORD

Baltimore/Washington

Tue 12/15

7:18 am-8:50 am

Nonstop2h 32m

Chicago O'Hare Intl

Wed 12/16

9:00 pm-11:57 pm

Nonstop1h 57m

$211

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Sat 12/5

6:32 pm-10:54 pm

1 stop5h 22m

Chicago Midway

Sat 12/12

9:37 am-4:57 pm

1 stop6h 20m

$219

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Wed 12/9

6:00 am-10:28 am

1 stop5h 28m

Chicago Midway

Wed 12/9

6:41 pm-11:35 pm

1 stop3h 54m

$219

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Maryland to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Maryland, with most prices found around $221. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Maryland to Chicago during February average around $233.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $419. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Maryland to Chicago for around $534.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Maryland to Chicago during this time can be as low as $436. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $472.

What is the cheapest Maryland to Chicago flight route?

Fly from Baltimore/Washington to Chicago O'Hare Intl for the best Maryland - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $417 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Maryland for as low as $296 on momondo.

What cabin class options are available on Maryland to Chicago flights?

There are 4 cabin classes available to choose from on Maryland to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Maryland to Chicago flights?

No. A direct flight is the cheapest option for a flight between Maryland to Chicago.

Cheap Maryland to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maryland to Chicago

Best Price Found

$103

Fastest flight time

2h 00m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Maryland in the past 72 hours is $103. The best round-trip flight deal from Maryland to Chicago found on momondo in the last 72 hours is $193.
The fastest flight from Maryland to Chicago takes 2h 00m
Direct flights go from Maryland to Chicago every day.
There are 3 airports in Chicago. From Maryland there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Frequently asked questions about flying from Maryland to Chicago

  • When did momondo last update prices for flights from Maryland to Chicago?

    Prices for flights from Maryland to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Maryland to Chicago?

  • How old do you have to be to fly from Maryland to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Maryland to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Maryland to Chicago?

Best airlines flying from Maryland to Chicago

Compare and see reviews for airlines that fly from Maryland to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $58Free CancellationRating
5.5
2,512 reviews
Search Frontier flights
United AirlinesPriceFrom $177Free CancellationRating
7.3
10,458 reviews
Search United Airlines flights
American AirlinesPriceFrom $197Free CancellationRating
7.0
12,233 reviews
Search American Airlines flights
SouthwestPriceFrom $198Free CancellationRating
8.0
4,215 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Saint Joseph
Benton Harbor
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Maryland to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Maryland to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Maryland to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Maryland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Maryland to Chicago?

Once you have performed a search for Maryland to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Maryland to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Maryland to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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1 adult
Fri 12/4
Fri 12/11

Find better results for your trip to the United States

Fly into one of these airports located in Chicago