Cheap flights from Maryland to Chicago from $89
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 11/10. 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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Not ready to book? to track prices.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
Frontier flights from Maryland to Chicago O'Hare Intl Airport
Our best Frontier deals on Maryland to Chicago O'Hare Intl Airport flight tickets
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Use the filters below to find and compare flights from Maryland to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Sun 12/20
5:40 am-1:11 pm
1 stop8h 31m
Chicago O'Hare Intl
Tue 12/22
10:53 am-2:00 pm
Nonstop2h 07m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Sat 11/7
6:24 am-6:30 pm
1 stop13h 06m
Chicago O'Hare Intl
Thu 11/12
6:00 am-8:57 am
Nonstop1h 57m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Wed 11/18
10:41 am-6:30 pm
1 stop8h 49m
Chicago O'Hare Intl
Fri 11/27
5:26 pm-12:42 am
1 stop6h 16m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Wed 11/4
6:10 am-7:31 am
Nonstop2h 21m
Chicago O'Hare Intl
Mon 11/9
11:00 am-2:06 pm
Nonstop2h 06m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Thu 10/29
9:53 am-11:23 am
Nonstop2h 30m
Chicago O'Hare Intl
Sat 10/31
7:00 am-9:43 pm
1 stop13h 43m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Mon 11/16
9:53 am-11:23 am
Nonstop2h 30m
Chicago O'Hare Intl
Wed 11/18
7:00 am-11:30 pm
1 stop15h 30m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Wed 11/4
10:09 am-11:29 am
Nonstop2h 20m
Chicago O'Hare Intl
Sat 11/7
11:00 am-2:06 pm
Nonstop2h 06m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Wed 12/16
11:50 am-1:22 pm
Nonstop2h 32m
Chicago O'Hare Intl
Wed 12/16
9:00 pm-11:57 pm
Nonstop1h 57m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Wed 2/10
6:21 pm-7:59 pm
Nonstop2h 38m
Chicago O'Hare Intl
Sat 2/13
8:30 am-11:32 am
Nonstop2h 02m
BaltimoreChicago
BWI Baltimore/Washington - ORD Chicago O'Hare Intl
BWIORD
Baltimore/Washington
Wed 11/4
12:34 pm-1:54 pm
Nonstop2h 20m
Chicago O'Hare Intl
Sat 11/7
11:00 am-2:06 pm
Nonstop2h 06m
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 January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Maryland averaging around $238.
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 Saturday when prices can be found for as low as $420. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $552.
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 $443 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $485. 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 from Maryland to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Maryland when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $410 when searching 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 $302 on momondo.
What cabin class options are available on Maryland to Chicago O'Hare Intl Airport flights?
There are 4 cabin classes available to choose from on Maryland to Chicago O'Hare Intl Airport 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?
United Airlines, Frontier, and Delta 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 Frontier 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 52% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 3 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 16 per day as of October 2026. The most frequent departure time is 9:00AM, with 64% 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 112 per week as of October 2026. The most frequent departure day is Thu, with 19% 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
Frequently asked questions about flying 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 October 2026, there are 3 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 Boeing 737 MAX 8 (11.06% of total bookings). The next most popular plane models are Boeing 737-800 (10.25%), Airbus A319 (9.53%), and Airbus A321neo (9.13%).
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 $57 | Free Cancellation | Rating 5.6 2,551 reviews | |||
| PriceFrom $177 | Free Cancellation | Rating 7.4 10,329 reviews | |||
| PriceFrom $187 | Free Cancellation | Rating 7.0 12,150 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.