Cheap flights from Maryland to Chicago 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 Maryland to Chicago departing on 9/18. 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 Maryland to Chicago
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Spirit Airlines flights from Maryland to Chicago O'Hare Intl Airport
Our best Spirit Airlines deals on Maryland to Chicago O'Hare Intl Airport flight tickets
American Airlines flights from Maryland to Chicago O'Hare Intl Airport
Our best American Airlines deals on Maryland to Chicago O'Hare Intl Airport flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Maryland to Chicago O'Hare Intl Airport
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 O'Hare Intl Airport?
The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Maryland averaging around $279.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $393. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Maryland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $505.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Maryland in the evening is the least expensive time of day to depart. momondo users have found prices as low as $334 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $448. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Maryland to Chicago O'Hare Intl flight route?
Fly from Baltimore/Washington to Chicago O'Hare Intl for the best Maryland - Chicago O'Hare Intl flight prices
How far in advance should I book a flight to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Maryland when booking 12 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $326 when searching 12 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Maryland for as low as $258 on momondo.
What cabin class options are available on Maryland to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on Maryland to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Maryland to Chicago O'Hare Intl?
Spirit Airlines, United Airlines, and American Airlines are the most popular carriers operating from Maryland to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Maryland according to our data. United Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 6 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Maryland to Chicago O'Hare Intl Airport on average per day?
The number of flights available between Maryland and Chicago O'Hare Intl Airport is 122 per day as of June 2025. The most frequent departure time is 11:00AM, with 74% of daily flights leaving at noon.
How many flights depart from Maryland to Chicago O'Hare Intl Airport on average per week?
The number of flights available between Maryland and Chicago O'Hare Intl Airport is 854 per week as of June 2025. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.
Cheap Maryland to Chicago O'Hare Intl Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Maryland to Chicago O'Hare Intl Airport
When did momondo last update prices for flights from Maryland to Chicago O'Hare Intl Airport?
Prices for flights from Maryland to Chicago O'Hare Intl Airport were last updated today.
How many operators does momondo search for flights from Maryland to Chicago O'Hare Intl Airport?
As of June 2025, there are 6 operators available to choose from for flights from Maryland to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Maryland to Chicago O'Hare Intl Airport?
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 Maryland to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Maryland to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Maryland to Chicago O'Hare Intl Airport is Airbus A319 (9.47% of total bookings). The next most popular plane models are Boeing 737-900 (9.14%), Airbus A320-100/200 (7.98%), and Boeing 737-800 Passenger/BBJ2 (winglets) (7.61%).
Best airlines flying from Maryland to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Maryland to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $55 | Free Cancellation | Rating 6.3 8,065 reviews | |||
| PriceFrom $70 | Free Cancellation | Rating 5.9 3,301 reviews | |||
| PriceFrom $147 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $155 | Free Cancellation | Rating 7.4 8,809 reviews | |||
| PriceFrom $162 | Free Cancellation | Rating 8.0 4,280 reviews | |||
| PriceFrom $176 | Free Cancellation | Rating 8.0 7,965 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy 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. momondo enables you to select and highlight flights to Chicago from Maryland with this policy.
How can momondo help me find flights from Maryland to Chicago?
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 Chicago from Maryland.
I’m not ready to book a flight from Maryland to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Maryland to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.