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Cheap flights from Maryland to Chicago from $34

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maryland to Chicago departing on 5/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Maryland to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Maryland to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
6:31 pm - 7:51 pmPHL-MDW
2h 20mnonstop
2:36 pm - 5:36 pmMDW-PHL
2h 00mnonstop
$37Frontier
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Tue, Apr 8 - Tue, Apr 15
5:11 pm - 6:23 pmBWI-MDW
2h 12mnonstop
1:16 pm - 4:11 pmMDW-BWI
1h 55mnonstop
$38Frontier
Find Deal
Wed, Feb 26 - Wed, Mar 5
6:00 am - 4:31 pmBWI-ORD
11h 31m1 stop
6:45 am - 2:18 pmORD-BWI
6h 33m1 stop
Wed, Feb 26 - Wed, Mar 5
8:31 am - 4:31 pmPHL-ORD
9h 00m1 stop
7:13 pm - 8:31 amORD-PHL
12h 18m1 stop
Tue, Feb 25 - Tue, Mar 4
9:00 am - 9:33 pmPHL-ORD
13h 33m2 stops
9:16 am - 10:13 amORD-PHL
23h 57m2 stops
$124Spirit Airlines
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Tue, Mar 4 - Wed, Mar 5
9:00 am - 8:08 pmPHL-ORD
12h 08m2 stops
6:45 am - 8:09 pmORD-PHL
12h 24m1 stop
$126Spirit Airlines
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Tue, Mar 4 - Wed, Mar 5
6:30 am - 7:52 amBWI-ORD
2h 22mnonstop
6:15 pm - 9:12 pmORD-BWI
1h 57mnonstop
$149United Airlines
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Wed, Feb 26 - Sat, Mar 1
12:35 pm - 2:00 pmBWI-ORD
2h 25mnonstop
4:35 pm - 7:30 pmORD-BWI
1h 55mnonstop
$172Southwest
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Wed, Feb 26 - Wed, Feb 26
11:50 am - 1:00 pmDCA-MDW
2h 10mnonstop
3:15 pm - 6:00 pmMDW-DCA
1h 45mnonstop
$172Southwest
Find Deal
Wed, Mar 5 - Wed, Mar 5
10:05 am - 11:24 amBWI-ORD
2h 19mnonstop
7:00 am - 9:55 amORD-BWI
1h 55mnonstop
$174United Airlines
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Wed, Feb 12 - Wed, Mar 12

United Airlines flights from Maryland to Chicago

Our best United Airlines deals on Maryland to Chicago flight tickets
United Airlines
Feb 26
BWI6:30 amBaltimore/Washington
2h 22m
ORD7:52 amChicago O'Hare Intl
Mar 1
ORD6:15 pmChicago O'Hare Intl
1h 57m
BWI9:12 pmBaltimore/Washington
United Airlines
Feb 12
BWI10:05 amBaltimore/Washington
2h 19m
ORD11:24 amChicago O'Hare Intl
Mar 12
ORD7:00 amChicago O'Hare Intl
1h 55m
BWI9:55 amBaltimore/Washington
United Airlines
Mar 18
IAD10:20 pmWashington, D.C. Dulles Intl
2h 09m
ORD11:29 pmChicago O'Hare Intl
Mar 19
ORD9:07 pmChicago O'Hare Intl
1h 52m
IAD11:59 pmWashington, D.C. Dulles Intl

Frontier flights from Maryland to Chicago

Our best Frontier deals on Maryland to Chicago flight tickets
Frontier
Apr 8
PHL6:31 pmPhiladelphia
2h 20m
MDW7:51 pmChicago Midway
Apr 15
MDW2:36 pmChicago Midway
2h 00m
PHL5:36 pmPhiladelphia
Frontier
Feb 26
BWI5:11 pmBaltimore/Washington
2h 12m
MDW6:23 pmChicago Midway
Mar 5
MDW1:16 pmChicago Midway
1h 55m
BWI4:11 pmBaltimore/Washington
Frontier
Apr 7
BWI4:43 pmBaltimore/Washington
2h 06m
MDW5:49 pmChicago Midway
Apr 9
MDW1:05 pmChicago Midway
1h 50m
BWI3:55 pmBaltimore/Washington

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 September is, on average, the cheapest month to fly to Chicago from Maryland, with most prices found around $208. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Maryland to Chicago during January average around $230.

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 Friday when prices can be found for as low as $405. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Maryland to Chicago for around $500.

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 $335. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $462.

What is the cheapest Maryland to Chicago flight route?

Fly from Baltimore/Washington to Chicago Midway for the best Maryland - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Maryland when booking 13 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $281 when searching 13 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 $228 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.

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

$34

Fastest flight time

1h 55m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Maryland in the past 72 hours is $34. The best round-trip flight deal from Maryland to Chicago found on momondo in the last 72 hours is $37.
The fastest flight from Maryland to Chicago takes 1h 55m
Direct flights go from Maryland to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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
6.0
3,428 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $101Free CancellationRating
6.3
8,087 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $136Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $149Free CancellationRating
7.4
8,916 reviews
Search United Airlines flights
SouthwestPriceFrom $158Free CancellationRating
8.1
4,587 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
8.0
8,456 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
Monticello
Chesterton
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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago