Journey information
Overview: Waterloo, IN to Chicago, IL flight
Flights from Waterloo, IN to Chicago, IL depart on average 6 times per day, taking around 1h 14m. Cheap flight tickets for this journey start at $217 (€174) but you can travel from only $27 (€22) by train.
There are 6 flights per day. The earliest flight runs at 05:48, the last at 22:21. The fastest flight covers the 138 miles (223 km) distance in 1h 11m. March is the cheapest month to fly.
Distance 138 miles (223 km) |
Average flight duration 1h 14m |
Cheapest ticket price $217 (€174) |
Flights per day 6 |
Direct flights 6 |
Fastest flight 1h 11m |
Cheapest month to travel March |
First flight 05:48 |
Last flight 22:21 |
Travel Information
Compare train and flight for Waterloo, IN to Chicago, IL
Omio recommends booking the train as it is the most popular option from Waterloo, IN to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from €22. For those with little time consider booking a flight which can get you there in 1h 14m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.1 - 0.2kg. The ticket price range depends on the travel mode: a train costs an average of €22, and a flight costs an average of €174.
Distance: 138 miles (223 km)
Compare flight with
| Flight | Most popular Train |
|---|---|
€266 Average price | €56 Average price Cheapest |
4h 14m Average total duration Fastest 1h 14m Onboard + 3h 0m Additional time* | 3h 48m Average total duration 3h 18m Onboard + 30m Additional time* |
0.7 - 1.3kg CO2 emissions | 0.1 - 0.2kg CO2 emissions Lowest |
Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Compare prices and tickets Waterloo, IN to Chicago, IL by train or flight
Compare train and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
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FAQs: Waterloo, IN to Chicago, IL Flight
Find answers to the most common questions about traveling from Waterloo, IN to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you.
Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
popular airports
Popular airports from Waterloo, IN to Chicago, IL
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
More options for your journey from Waterloo, IN to Chicago, IL
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