Cheap Flights from Evansville (EVV) to Chicago (CHIA)

Compare Evansville to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals from Evansville Airport to Chicago

Looking for a cheap last-minute deal or the best return flight from Evansville Airport to Chicago? If you want to travel next month, return fares start from £191. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Evansville to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Evansville to Chicago flights are currently cheapest in April.

Direct flights from Evansville to Chicago

Evansville to Chicago: Flight information

The things to know before you go.
Cheapest flight found£96
Cheapest month to flyApril
Average flight time1 hr, 51 mins
Most popular airlineAmerican Airlines
Average flights per week54

Finding cheap flights from Evansville to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Evansville to Chicago is £191. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 51 minutes is the average flight time from Evansville to Chicago.
American Airlines, Envoy Air and Qatar Airways fly direct from Evansville to Chicago.
As of March 2026, there are 54 flights per week flying from Evansville to Chicago.
The cheapest month to fly from Evansville to Chicago is usually April.
If you're flying from Evansville Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £191.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Evansville Airport to Chicago on Monday, 13 April 2026.
Yes – the average flight time is 1 hour and 51 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In March, the average temperature is usually around 3°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Allegiant Air and American Airlines offer the cheapest flight tickets to Chicago.

Travelling from Evansville Regional Airport (EVV) to Chicago: what you need to know

  • Around 1 hour 20 minutes is how long you can expect to be travelling on a direct flight from Evansville Regional Airport to Chicago.

  • Chicago and Evansville (where Evansville Regional Airport is located) are both in the UTC-5 timezone. That means you won't need to account for any time differences.

  • With 14 weekly flights between the two airports, Evansville Regional Airport (EVV) to O'Hare International Airport (ORD) is the busiest route. American Airlines operates the earliest flight at 05:44. If you'd like to get more out of your day before leaving, the latest departure from EVV to ORD is with American Airlines at 16:51.

  • For hassle-free travel, arrive at the airport two hours ahead of international flights and an hour before domestic departures. That way, you won't have to rush to board your EVV to Chicago flight.

  • Longer lines at security and check-in are more likely if you're travelling during high season, so give yourself a little extra breathing room. A good rule of thumb for peak times? Get there up to four hours ahead for international flights and at least two hours for domestic departures.

  • You can book a direct Evansville Regional Airport to Chicago ticket. Start your trip at EVV and arrive at O'Hare International Airport (ORD).

  • Keep an eye out for offers from American Airlines. This carrier operates direct flights from Evansville Regional Airport to Chicago.

  • To reach EVV from central Evansville, it takes about 20 minutes if you're travelling by car. It's roughly 6 miles from the airport to the city centre.

  • In search of a hotel close to EVV? If you're boarding an early flight from Evansville Regional Airport to Chicago, these stays will get you from your pillow to the plane in no time:

  • 74.92% of flights departing from Evansville Regional Airport land at their destination on schedule.

  • You'll find EVV at 7801 Bussing Drive.

How to find the cheapest flights from Evansville Regional Airport (EVV) to Chicago

  • The best price we've found for a one-way Evansville Regional Airport to Chicago flight is £96. The cheapest price for a return flight is £191. Keep in mind fares can change due to demand at the time of booking.

  • To find cheap flights from EVV to Chicago, book early. Airlines typically offer lower fares when flights are first released.

  • If you have flexibility with your travel plans, use the 'Whole month' tool. It'll show you the lowest price across each month when looking for your Evansville Regional Airport to Chicago ticket.

  • Finding a cheap flight from EVV to Chicago is easy with Price Alerts. Simply set up one of these automatic notifications and we'll get in touch as soon as a lower fare pops up.

  • Save money on your flight from Evansville Regional Airport to Chicago with the help of our filters. Choose your ideal duration, number of stops and airlines, then sort the results by 'Cheapest' to see the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes around 35 minutes by car. The centre is roughly 25 miles away.

  • It typically takes 55 minutes if you're using public transport.

  • Consider staying in a hotel near ORD if you have a late flight from Evansville Regional Airport to Chicago. Check in to one of these accommodation options and make your first night all about rest:

  • Grab an O'Hare International Airport rental car and explore Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are leading providers to choose from here.

  • Lock in the best possible rate by booking your vehicle from O'Hare International Airport about four weeks in advance of your flight from EVV to Chicago.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 12 miles from central Chicago. Once you've disembarked your flight from Evansville Regional Airport to Chicago, it'll take you around 20 minutes to reach the heart of the city in a cab or ride-share.

  • You can expect the trip to take roughly 45 minutes on public transport.

  • There are some great places to drop your things at near MDW. Tuck yourself in and get cosy after your EVV to Chicago flight at one of these well-located options:

  • Dollar, Hertz and Budget make picking up a Chicago Midway International Airport rental car quick and easy. These suppliers are located in or around the terminal and will have you behind the wheel before you know it.

  • Get first dibs on the best options. Booking your ride from MDW four weeks in advance often means more savings and a wider selection of vehicles.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Make tracks for the city centre after your flight from Evansville Regional Airport to Chicago has landed. Central Chicago is around 85 miles from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

  • Public transport will get you there in about 4 hours 15 minutes.

  • Enjoy an unhurried start to your trip by choosing a hotel near RFD after your EVV to Chicago flight. Recharge after a day of travel or simply take a moment to find your footing in a new city at:

  • Be in control of the next part of your trip with a Chicago Rockford International Airport rental car. Budget, Alamo and National make getting on the road smooth sailing.

  • Rental companies sometimes offer discounts for early bookings, so secure your ride from RFD well ahead of your flight from Evansville Regional Airport to Chicago. A little prep work can make a big difference in cost.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • Visit Chicago in peak season if you want a lively atmosphere, but remember that hotel prices are generally higher. Alternatively, book flights from Evansville Regional Airport to Chicago during low season when prices are cheaper and it's less crowded.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Lock in your Evansville Regional Airport to Chicago plane ticket then if that's the weather you find most pleasant.

  • If you'd rather travel in cooler conditions, search for a cheap ticket from EVV to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (37ºF).

More about Chicago

Explore more of United States

  • Columbus is just one of the many places in United States waiting to be discovered after you've seen Chicago. Around 280 miles away to the south-east, check out popular attractions including Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Around 160 miles south-east of Chicago, Indianapolis is another essential stop in United States. Get a taste of what this destination has to offer at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.