Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Maryland to Chicago from $31

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 11/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Easily compare round-trip flights from Maryland to Chicago

Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Maryland to Chicago by changing tabs
Frontier
Oct 1
PHL12:45 pmPhiladelphia
2h 20m
ORD2:05 pmChicago O'Hare Intl
Oct 5
ORD1:40 pmChicago O'Hare Intl
2h 02m
PHL4:42 pmPhiladelphia
Multiple Airlines
Oct 10
PHL2:21 pmPhiladelphia
2h 19m
ORD3:40 pmChicago O'Hare Intl
Oct 12
ORD5:25 amChicago O'Hare Intl
9h 26m
1 stop
PHL3:51 pmPhiladelphia
Spirit Airlines
Oct 26
PHL11:15 amPhiladelphia
9h 12m
1 stop
ORD7:27 pmChicago O'Hare Intl
Nov 2
ORD5:25 amChicago O'Hare Intl
9h 26m
1 stop
PHL3:51 pmPhiladelphia
Frontier
Oct 1
PHL9:05 amPhiladelphia
2h 14m
MDW10:19 amChicago Midway
Oct 5
MDW2:53 pmChicago Midway
2h 01m
PHL5:54 pmPhiladelphia
American Airlines
Oct 26
DCA7:00 amWashington, D.C. Reagan-National
2h 15m
ORD8:15 amChicago O'Hare Intl
Oct 30
ORD6:30 amChicago O'Hare Intl
1h 53m
DCA9:23 amWashington, D.C. Reagan-National
United Airlines
Oct 23
BWI6:40 amBaltimore/Washington
2h 11m
ORD7:51 amChicago O'Hare Intl
Oct 26
ORD7:00 amChicago O'Hare Intl
1h 57m
BWI9:57 amBaltimore/Washington

Find the cheapest one-way flights from Maryland to Chicago

If you're looking for one-way flights from Maryland to Chicago, view some of our deals below provided by Frontier, Southwest and Spirit Airlines
Frontier
Nov 20
PHL10:20 pmPhiladelphia
2h 26m
ORD11:46 pmChicago O'Hare Intl
Spirit Airlines
Oct 19
PHL11:15 amPhiladelphia
9h 12m
1 stop
ORD7:27 pmChicago O'Hare Intl
Frontier
Dec 18
PHL8:56 amPhiladelphia
2h 13m
MDW10:09 amChicago Midway

Search last-minute flights to Chicago from Maryland

Find and compare round-trip flight prices for your last-minute flight from Maryland to Chicago
Frontier
Oct 1
PHL9:05 amPhiladelphia
2h 14m
MDW10:19 amChicago Midway
Oct 5
MDW2:53 pmChicago Midway
2h 01m
PHL5:54 pmPhiladelphia
Multiple Airlines
Sep 26
PHL2:21 pmPhiladelphia
2h 20m
ORD3:41 pmChicago O'Hare Intl
Sep 29
ORD4:51 pmChicago O'Hare Intl
6h 07m
1 stop
PHL11:58 pmPhiladelphia
Frontier
Sep 28
PHL11:15 amPhiladelphia
2h 20m
ORD12:35 pmChicago O'Hare Intl
Oct 5
ORD1:40 pmChicago O'Hare Intl
2h 02m
PHL4:42 pmPhiladelphia
Frontier
Sep 28
PHL12:50 pmPhiladelphia
2h 08m
MDW1:58 pmChicago Midway
Oct 5
MDW2:53 pmChicago Midway
2h 01m
PHL5:54 pmPhiladelphia
Frontier
Sep 28
PHL11:15 amPhiladelphia
2h 20m
ORD12:35 pmChicago O'Hare Intl
Oct 2
ORD3:14 pmChicago O'Hare Intl
2h 02m
PHL6:16 pmPhiladelphia
Spirit Airlines
Sep 26
PHL7:52 pmPhiladelphia
21h 08m
1 stop
ORD4:00 pmChicago O'Hare Intl
Sep 29
ORD4:51 pmChicago O'Hare Intl
6h 07m
1 stop
PHL11:58 pmPhiladelphia

Frontier flights from Maryland to Chicago

Our best Frontier deals on Maryland to Chicago flight tickets
Frontier
Oct 1
PHL12:45 pmPhiladelphia
2h 20m
ORD2:05 pmChicago O'Hare Intl
Oct 5
ORD1:40 pmChicago O'Hare Intl
2h 02m
PHL4:42 pmPhiladelphia
Frontier
Oct 5
PHL11:15 amPhiladelphia
2h 20m
ORD12:35 pmChicago O'Hare Intl
Oct 12
ORD1:39 pmChicago O'Hare Intl
2h 03m
PHL4:42 pmPhiladelphia
Frontier
Oct 2
PHL12:59 pmPhiladelphia
2h 20m
ORD2:19 pmChicago O'Hare Intl
Oct 5
ORD1:40 pmChicago O'Hare Intl
2h 02m
PHL4:42 pmPhiladelphia

Spirit Airlines flights from Maryland to Chicago

Our best Spirit Airlines deals on Maryland to Chicago flight tickets
Spirit Airlines
Oct 26
PHL11:15 amPhiladelphia
9h 12m
1 stop
ORD7:27 pmChicago O'Hare Intl
Nov 2
ORD5:25 amChicago O'Hare Intl
9h 26m
1 stop
PHL3:51 pmPhiladelphia
Spirit Airlines
Oct 3
PHL3:03 pmPhiladelphia
4h 44m
1 stop
ORD6:47 pmChicago O'Hare Intl
Oct 8
ORD5:30 amChicago O'Hare Intl
27h 00m
1 stop
PHL9:30 amPhiladelphia
Spirit Airlines
Oct 23
BWI8:45 amBaltimore/Washington
9h 03m
1 stop
ORD4:48 pmChicago O'Hare Intl
Oct 28
ORD2:17 pmChicago O'Hare Intl
16h 59m
1 stop
BWI8:16 amBaltimore/Washington

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 airline that flies to Chicago from Maryland?

Frontier. Frontier, Spirit Airlines, and Delta are the most popular carriers operating from Maryland to Chicago

What is the cheapest Maryland to Chicago flight route?

Philadelphia - Chicago O'Hare Intl. Fly from Philadelphia to Chicago O'Hare Intl for the best Maryland - Chicago flight prices

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

$31

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 $31. The best round-trip flight deal from Maryland to Chicago found on momondo in the last 72 hours is $55.
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
6.1
3,692 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,264 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $138Free CancellationRating
7.3
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $149Free CancellationRating
8.1
5,315 reviews
Search Southwest flights
United AirlinesPriceFrom $153Free CancellationRating
7.4
9,524 reviews
Search United Airlines flights
DeltaPriceFrom $176Free CancellationRating
8.0
9,069 reviews
Search Delta flights

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.


An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Tue 9/24
Tue 10/1
Email me momondo's favorite deals

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