Cheap flights from Chicago Midway Airport to Maryland from $48
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Maryland departing on 5/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
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.Find the cheapest flights from Chicago Midway Airport to Maryland
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Delta flights from Chicago Midway Airport to Maryland
Our best Delta deals on Chicago Midway Airport to Maryland flight tickets
Southwest flights from Chicago Midway Airport to Maryland
Our best Southwest deals on Chicago Midway Airport to Maryland flight tickets
See travel insights to Maryland from
How to get the cheapest flight ticket from Chicago Midway Airport to Maryland
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 Maryland?
The cheapest month to fly to Maryland from Chicago Midway Airport is in October. Flight prices, which tend to average around $125, are often lower during this time because this is during the off-season. If you don’t want to visit Maryland in October, then you should wait until January to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $192.
What is the cheapest day to depart on your flight to Maryland?
The cheapest day to depart from Chicago Midway Airport to Maryland is on a Wednesday. Travelers who choose to depart for Maryland on a Wednesday will often find tickets for as low as $249. The most expensive day to fly to Maryland is Monday, with ticket prices averaging around $388.
What is the cheapest time of day to depart on your flight to Maryland?
Our most recent data shows that the best time of day to fly to Maryland is in the evening. Flights from Chicago Midway Airport to Maryland during this time can be as low as $269. In contrast, the most expensive time of day to depart to Maryland is at noon when prices are around $443.
What is the cheapest Chicago Midway to Maryland flight route?
Fly from Chicago Midway to Baltimore/Washington for the best Chicago Midway - Maryland flight prices
What is the cheapest airline that flies from Chicago Midway to Maryland?
Frontier, Southwest, and Delta are the most popular carriers operating from Chicago Midway to Maryland
What airlines fly to Maryland?
Frontier, Southwest and Delta are the top three most popular airlines that fly to Maryland from Chicago Midway Airport according to our data. Frontier is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Maryland. Keep in mind that there are 3 different airlines that fly to Maryland on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago Midway Airport to Maryland on average per day?
As of April 2025, there are 13 flights per day flying from Chicago Midway Airport to Maryland. The most common time of day flights depart is 9:00AM, with 41% of flights taking off in the afternoon.
How many flights depart from Chicago Midway Airport to Maryland on average per week?
94 flights are operational weekly from Chicago Midway Airport to Maryland as of April 2025. The most popular departure day for this route is Thu, with 22% of flights per week taking off on this day.
Cheap Chicago Midway Airport to Maryland flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Maryland
When did momondo last update prices for flights from Chicago Midway Airport to Maryland?
Prices for flights from Chicago Midway Airport to Maryland are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago Midway Airport to Maryland?
As of April 2025, there are 3 operators available to choose from for flights from Chicago Midway Airport to Maryland.
How old do you have to be to fly from Chicago Midway Airport to Maryland?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Maryland.
What documentation or ID do you need to fly to Maryland?
The travel and health documents required for your trip to Maryland can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Maryland. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago Midway Airport to Maryland?
Based on momondo bookings for flights between Chicago Midway Airport and Maryland, the leading plane model is Boeing 737 MAX 8, making up 13.25% of the total bookings. Other popular models include Boeing 737-700 Passenger/BBJ1 (winglets) with 11.81%, Airbus A320neo with 10.22%, and Boeing 737-800 with 10.13%.
Best airlines flying from Chicago Midway Airport to Maryland
Compare and see reviews for airlines that fly from Chicago Midway Airport to Maryland with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $68 | Free Cancellation | Rating 6.0 3,281 reviews | |||
| PriceFrom $159 | Free Cancellation | Rating 8.0 4,280 reviews | |||
| PriceFrom $196 | Free Cancellation | Rating 8.0 7,917 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Maryland?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Maryland for you.
Can I find flights from Chicago to Maryland with flexible booking policies on momondo?
Yes. All flights to Maryland from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Chicago to Maryland?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Maryland from Chicago.
I’m not ready to book a flight from Chicago to Maryland right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Maryland, momondo offers a useful price alert feature which will track prices for flights to Maryland from Chicago and alert you when they change.