Cheap Flights from Chicago (MDW) to Caldwell (CDW)

Popular airlines from Chicago Midway Airport (MDW) to Caldwell, NJ (CDW-Essex County)

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Alternative airports near Caldwell

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to John F. Kennedy Intl. JFK. Average driving time to city center is 58 minutes. Flights from $300
JFK
John F. Kennedy Intl.
Average driving time to city center58 min
Flights from $300
Select flight to Liberty Intl. EWR. Average driving time to city center is 21 minutes. Flights from $382
EWR
Liberty Intl.
Average driving time to city center21 min
Flights from $382
Select flight to LaGuardia LGA. Cheapest option available. Average driving time to city center is 45 minutes. Flights from $143
LGA
LaGuardia
Cheapest
Average driving time to city center45 min
Flights from $143

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County) cost?
Snag a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County)?
Flying in is a good way to save, as it's the cheapest month for flights between MDW and CDW. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County)?
Use the filters on Expedia to compare different airlines and find the cheapest carrier that'll take you from MDW to CDW. Then, sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County)?
There aren't any daily nonstop flights available from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from MDW to CDW?
Usually you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* But this can change based on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County)?
To avoid potential delays on the Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County) route, aim to travel before 3 PM. Departures after this time have a 22% higher chance of being canceled.**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.
What airports do you fly into for Fairfield from Midway Intl. Airport (MDW)?
If you're traveling on a direct flight from Midway Intl. Airport (MDW) to Fairfield, LaGuardia Airport (LGA) is the only airport you can land at.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County) last-minute?
Holding off until just before your trip to book your flight from MDW to CDW generally means paying more. While it's possible to find some last-minute discounts, there's no guarantee. Be flexible with your itinerary for a better chance of getting a bargain.
Is it cheaper to book a MDW to CDW flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to CDW flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one convenient place will take the stress out of travel planning. Simply pick your flights and select from our extensive range of hotels, then personalize your trip with other add-ons like activities and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Caldwell, NJ (CDW-Essex County)?
Typically, it's possible to cancel or reschedule your MDW to CDW flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Essex County
Distance
700 mi

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Chicago to Caldwell Flights

The cheapest times to fly from Chicago to Caldwell

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 Chicago to Caldwell are during the month of . You can find some of the cheapest flights from Chicago to Caldwell with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Caldwell

Sunday is one of the best days to book for cheap flights from Chicago to Caldwell: 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 Chicago to Caldwell

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 Chicago to Caldwell in 2025. You can also book with separate airlines for your outbound and return journeys, from 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 Chicago to Caldwell 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 Chicago to Caldwell 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.

 

Chicago to Caldwell Flights

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*Available to One Key members.