C$176 Cheap Flights from Evansville (EVV) to Chicago (CHIA)

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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 May.

Which airlines fly from Evansville to Chicago?

Evansville to Chicago: Flight information

The things to know before you go.
Cheapest flight foundC$176
Cheapest month to flyMay
Average flight time1 hr, 51 mins
Most popular airlineAmerican Airlines
Average flights per week224

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 C$355. 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 April 2026, there are 224 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 25.4 km away from the centre of Chicago. We've found flights into this airport from C$355.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Evansville Airport to Chicago on Monday, April 13, 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 April, the average temperature is usually around 8°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 offers the cheapest flight tickets to Chicago.

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

  • Evansville (the location of Evansville Regional Airport) and Chicago are in the same timezone — UTC-5.

  • Give yourself plenty of time to make your flight from EVV to Chicago. Generally, it's best to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • If you're travelling during a peak month like September, make your way to the airport even earlier. It's smart to arrive up to four hours before international flights and two hours ahead of a domestic departure. You can expect lines to be longer during high seasons like Thanksgiving, Christmas and New Year.

  • Nonstop flights from Evansville Regional Airport (EVV) to Chicago are available for booking. O'Hare International Airport (ORD) will be your arrival point.

  • Keep an eye out for deals with American Airlines. This carrier has direct flights from Evansville Regional Airport to Chicago.

  • For a domestic flight within United States, you won't need a visa or even a passport. However, you'll have to bring another kind of identification, like a driver's licence or ID card. Once you've booked flight tickets from Evansville Regional Airport to Chicago, make sure your ID is up to date.

  • EVV is around 13 kilometres from central Evansville. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 20 minutes or so to get there, depending on the traffic.

  • Want a leisurely start to your journey? Stay near EVV. Whether you're taking an early flight from Evansville Regional Airport to Chicago or just don't like being rushed, these hotels are just the thing:

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

  • The best price we've found for a one-way ticket from Evansville Regional Airport to Chicago is C$176. The cheapest price for a return flight is C$355. Bear in mind fares can change due to availability at the time of booking.

  • Don't wait until the last minute. You're more likely to get cheap tickets from EVV to Chicago if you book early. Airlines often offer some great early bird discounts.

  • The 'Whole month' search function shows you the cheapest tickets from Evansville Regional Airport to Chicago across the month. It's the best way to snap up a bargain if your dates aren't set in stone.

  • Sign into your online account or use the app to create a Price Alert. We'll notify you straight away if there's a better deal on this route. It's simple to do, and it'll save you time searching for cheap tickets from EVV to Chicago every day.

  • Tailor your travel plans with filters. Pick your ideal arrival and departure times, airlines and total journey duration. You can also sort results by 'Best,' 'Fastest' or 'Cheapest' flights from Evansville Regional Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • August is the busiest month for flights from Evansville Regional Airport to Chicago. To avoid the crowds, head for Chicago in February when things are quieter.

  • Before you book a flight from Evansville Regional Airport to Chicago, think about the kind of weather you enjoy. July is the warmest month in Chicago, with temperatures ranging from 15ºC to 29ºC.

  • January sees average temperatures of between -12ºC and 3ºC. Search for cheap flights from EVV to Chicago sometime around then if you'd rather travel in cooler conditions.

More about Chicago

  • When it comes to looking for somewhere to lay your head, you'll find the best places to stay in Chicago right here. Browse these hotels once you've booked your flight from Evansville Regional Airport to Chicago:

  • Every great journey has to include a little sightseeing. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are must-do's during your Chicago adventure.

Complete your Chicago trip with a car rental

  • Finding you a cheap flight from Evansville Regional Airport to Chicago isn't the only thing we're good at. Check out our car rentals in Chicago and see the sights your way. We search for deals from trusted car rental providers and put them all in one place. Instantly compare offers and then book with no fees.

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