$94 Cheap Flights from Trenton (TTN) to Chicago (MDW)

View $94 flight on Wed, May 28, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Trenton to Chicago (TTN-MDW)

Prices were available within the past 7 days and start at $94 for one-way flights and $188 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, May 28 - Wed, Jun 4
TTN
Trenton
MDW
Chicago
$188 Roundtrip, found 3 hours ago
$188
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, May 28 from Trenton to Chicago, returning Wed, Jun 4, priced at $188 found 3 hours ago
Frontier Airlines
Wed, May 28 - Thu, May 29
TTN
Trenton
MDW
Chicago
$198 Roundtrip, found 3 hours ago
$198
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, May 28 from Trenton to Chicago, returning Thu, May 29, priced at $198 found 3 hours ago
Frontier Airlines
Thu, May 22 - Wed, May 28
TTN
Trenton
MDW
Chicago
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 22 from Trenton to Chicago, returning Wed, May 28, priced at $200 found 1 day ago
Frontier Airlines
Thu, May 1 - Fri, May 9
TTN
Trenton
MDW
Chicago
$208 Roundtrip, just found
$208
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, May 1 from Trenton to Chicago, returning Fri, May 9, priced at $208 just found
Frontier Airlines
Thu, May 22 - Thu, May 29
TTN
Trenton
MDW
Chicago
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 22 from Trenton to Chicago, returning Thu, May 29, priced at $210 found 1 day ago
Frontier Airlines
Wed, May 7 - Fri, May 16
TTN
Trenton
MDW
Chicago
$218 Roundtrip, found 3 hours ago
$218
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, May 7 from Trenton to Chicago, returning Fri, May 16, priced at $218 found 3 hours ago
Frontier Airlines
Sat, Jun 7 - Sat, Jun 14
TTN
Trenton
MDW
Chicago
$221 Roundtrip, found 3 hours ago
$221
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Jun 7 from Trenton to Chicago, returning Sat, Jun 14, priced at $221 found 3 hours ago
Frontier Airlines
Fri, May 2 - Fri, May 9
TTN
Trenton
MDW
Chicago
$228 Roundtrip, just found
$228
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, May 2 from Trenton to Chicago, returning Fri, May 9, priced at $228 just found
Frontier Airlines
Wed, May 14 - Fri, May 23
TTN
Trenton
MDW
Chicago
$230 Roundtrip, found 4 hours ago
$230
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, May 14 from Trenton to Chicago, returning Fri, May 23, priced at $230 found 4 hours ago
Frontier Airlines
Fri, Jun 6 - Sat, Jun 14
TTN
Trenton
MDW
Chicago
$231 Roundtrip, found 3 hours ago
$231
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Jun 6 from Trenton to Chicago, returning Sat, Jun 14, priced at $231 found 3 hours ago
Flights from Trenton (TTN) to Chicago (MDW)
Origin airport
Mercer
Destination airport
Midway Intl.
Airlines serving
Frontier Airlines
Roundtrip price
$188
Distance
680 mi

Trenton to Chicago Flights

The cheapest times to fly from Trenton to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Trenton to Chicago are during the month of May. You can find some of the cheapest flights from Trenton to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Trenton to Chicago

Sunday is one of the best days to book for cheap flights from Trenton to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Trenton to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Trenton to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $94 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Trenton to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Trenton to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Mercer Airport (TTN) to Midway Intl. Airport (MDW) cost?
Discover the latest flight deals from TTN to MDW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from TTN to MDW?
The cheapest flights from TTN to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from TTN to MDW?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from TTN to MDW. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Mercer Airport (TTN) to Midway Intl. Airport (MDW)?
You’ll need to book a flight with a layover if you’re traveling from Mercer Airport (TTN) to Midway Intl. Airport (MDW). There are no daily direct flights on this route. However, just filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from TTN to MDW?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can vary based on various factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Mercer Airport (TTN) to Midway Intl. Airport (MDW)?
Opt for a flight from Mercer Airport (TTN) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the risk of cancellations and delays. Later departures have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from Mercer Airport (TTN) to Midway Intl. Airport (MDW) last-minute?
Booking your plane ticket from TTN to MDW right before your journey is usually more expensive. But if you’re flexible with your travel times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book a TTN to MDW flight and hotel package?
You’ll typically save money by booking a TTN to MDW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s simple to manage everything in one convenient place. After selecting your preferred accommodations and flights, consider adding extras like car rentals, tours and activities.
Can I cancel or change the date of my flight from Mercer Airport (TTN) to Midway Intl. Airport (MDW)?
If you booked your TTN to MDW flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for more details.

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*Available to One Key members.