Cheap flight tickets from Evansville to Chicago

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Flight deals from Evansville to Chicago

Looking for a cheap last-minute deal or the best return flight from Evansville to Chicago? 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 June.

Direct flights from Evansville to Chicago

Evansville to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRM973
Cheapest month to flyJune
Average flight time1 hr, 53 mins
Most popular airlineAmerican Airlines
Average flights per week51

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 RM1,351. 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 53 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 May 2026, there are 51 flights per week flying from Evansville to Chicago.
The cheapest month to fly from Evansville to Chicago is usually August.
If you're flying from Evansville Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from RM1,351.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Evansville Airport to Chicago on Monday, 10 August 2026.
Yes – the average flight time is 1 hour and 53 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 May, the average temperature is usually around 13°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

  • Hop on a direct flight from Evansville Regional Airport to Chicago and you'll be in the air for an average of 1 hour 20 minutes.

  • Evansville (the location of Evansville Regional Airport) and Chicago share the same timezone — UTC-6.

  • With 14 weekly flights between the two airports, Evansville Regional Airport (EVV) to Chicago 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 flying, the last departure from EVV to ORD is with American Airlines at 16:51.

  • Leave enough time to catch your EVV to Chicago flight. It's generally best to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • During popular months like June, it's a good idea to get to the airport even earlier. Arrive two hours before domestic departures and four hours ahead of an international flight when you fly during peak periods in general.

  • Begin your trip at EVV and fly straight to Chicago O'Hare International Airport (ORD). That will be your arrival point when searching for Evansville Regional Airport to Chicago tickets.

  • Book your ticket with American Airlines. This well-known carrier offers direct flights from Evansville Regional Airport to Chicago.

  • EVV is around 10 kilometres from central Evansville. If you're ride-sharing, driving or catching a taxi from the centre, it'll take 20 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the trip time to be around 35 minutes.

  • Planning to catch an early flight from Evansville Regional Airport to Chicago? Avoid rushing to the airport (and catch some extra z's) by choosing one of these stays close to EVV:

  • Of all flights leaving Evansville Regional Airport, 79% land on time at their destination.

  • The address for EVV is 7801 Bussing Drive.

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

  • RM975 is the cheapest price we've seen for a one-way Evansville Regional Airport to Chicago flight. A return plane ticket right now is RM1,353. Depending on when you book and the availability, these fares may change.

  • Booking ahead of time is often the key to locking in a cheap flight from EVV to Chicago. Prices tend to rise as demand increases, so the nearer you get to departure, the more you'll likely spend.

  • The 'Whole month' tool will show you the cheapest tickets from Evansville Regional Airport to Chicago throughout the entire month. It's an easy way to snap up a bargain if your travel plans aren't set in stone.

  • Snapping up a cheap flight from EVV to Chicago couldn't be easier with Price Alerts. Simply create one of these automatic notifications and we'll get in touch when a deal gets even better.

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

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) to central Chicago takes about 30 minutes by car. The centre is roughly 27 kilometres away.

  • It'll take around 45 minutes if you're travelling by public transport.

  • Look into staying at a hotel near ORD if you have a late flight from Evansville Regional Airport to Chicago. Settle into one of these options and make your first night all about catching up on rest:

  • Reserving your vehicle from Chicago O'Hare International Airport around four weeks in advance of your flight from EVV to Chicago can help you lock in the best possible rate.

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

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 16 kilometres from central Chicago. Once you've hopped off your flight from Evansville Regional Airport to Chicago, it'll take you around 25 minutes to reach the heart of the city in a ride-share or taxi.

  • Travelling by public transport will take around 30 minutes.

  • Hang the 'Do not disturb' sign on your door and rest at a hotel close to MDW. Here are a few options where you can settle in after your EVV to Chicago flight:

  • Score the best price by reserving your ride from MDW four weeks in advance. You'll also have access to a wider range of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Find your way to the city centre after your flight from Evansville Regional Airport to Chicago has arrived. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 40 minutes to get to by car.

  • If you're travelling on public transport, expect a journey of around 2 hours.

  • Choose a hotel near RFD and get from baggage claim to bedtime in a flash. Whether you have a late EVV to Chicago flight or just want an easier arrival, these accommodation options will have you settling in quickly:

  • If you're looking for a certain model or make, booking early increases your chances of snagging what you want. Reserve your ride from RFD at least a couple of weeks ahead of your flight from Evansville Regional Airport to Chicago.

  • The address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Evansville Regional Airport to Chicago, while July is the busiest. Find the best time to go to Chicago based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • Lock in a Evansville Regional Airport to Chicago plane ticket with a departure in July if you want to explore the city during its warmest month. Expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).

  • Look for cheap tickets from EVV to Chicago in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

  • When it comes to looking for somewhere to lay your head, you'll find the top stays in Chicago right here. Check out these options after you've booked your flight from Evansville Regional Airport to Chicago:

  • There are so many things to do and see in this city it can be tricky to know where to start. Art Institute of Chicago, Millennium Park and Willis Tower are popular attractions which should be on any good Chicago itinerary.

Explore more of the United States

  • You've visited Chicago, now it's time to discover other parts of the United States. Journey around 451 kilometres southeast to Columbus to tick off its top sights. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, you'll have a full itinerary ahead.

  • Indianapolis is another well-known destination in the United States and is around 257 kilometres southeast of Chicago. No journey is complete without experiencing Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

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