250+ iOS apps curated and reviewed
Out of 250+ bored in chicago apps on iOS, 20 are free and the rest sit in the paid tier. This page sorts them so you can compare both sides before you commit.
| # | App | Price | Rating | Ads | In-App Purchases | Updated |
|---|---|---|---|---|---|---|
| 1 |  | Free | 3.4★ (7) | No | Yes | Aug 2026 |
| 2 |  | Free | 4.9★ (1.8M) | No | No | Aug 2026 |
| 3 |  | Free | 4.8★ (71K) | Yes | No | Aug 2026 |
| 4 |  | Free | 4.7★ (3.1K) | No | No | Aug 2026 |
| 5 |  | Free | 4.9★ (10) | Yes | No | Jul 2026 |
| 6 |  | Free | 4.8★ (398) | Yes | Yes | Jul 2026 |
| 7 |  | Free | 4.0★ (1) | No | No | May 2026 |
| 8 |  | Free | 5.0★ (6) | No | No | May 2026 |
Explore Chicago's unique locations with this app. Visit destinations, collect digital stamps, and track your discoveries across themed packs of attractions. Find nearby places using an interactive map and unlock premium content.
Discover, book, and share local events and experiences. Find personalized recommendations, insider guides, and connect with friends to see what they're attending. Access tickets and event details easily.
Discover local events, secret places, and trendy pop-ups in your city. Find exclusive experiences, tours, concerts, food events, and more. Easily manage tickets and get personalized recommendations.
Discover unique local events, festivals, and pop-ups in your city. This app allows you to explore curated lists, book tickets instantly, and find diverse experiences like concerts, nightlife, and foodie events. Get inspired by community-shared viral experiences and plan your next adventure.
Explore Chicago's Loop with an interactive audio walking tour guided by a PBS host. Discover the city's rich architectural history, iconic buildings, and the stories behind them at your own pace. Includes maps, photography, and videos for an immersive experience.
Explore a city with an offline travel guide featuring augmented reality, interactive maps, and GPS. Discover attractions, plan daily itineraries, and find local recommendations for hotels, restaurants, and nightlife without needing an internet connection.
Explore the city with self-guided walking tours featuring attractions and hidden gems. This app provides a detailed city map with search and location bookmarking, allowing you to track your steps and share photos. All data is built-in, requiring no internet connection or roaming charges.
Find out about upcoming music concerts and comedy shows in Chicago. This app helps you discover local events happening each week.
Discover Chicago's vibrant events and activities with this comprehensive travel guide. Get personalized recommendations, explore an interactive map, and find diverse listings from free fun to upscale options. Stay updated on the latest happenings and get practical tips for navigating the city.
This app provides real-time transit information for Chicago's 'L' trains and buses. It features a smart route planner, offline maps, and nearby station navigation to help you travel efficiently. Get essential details like train times, fares, and station facilities.
Explore cities with GPS-guided audio tours. Discover local stories, hidden gems, and must-see sights with offline maps and critical reviews. Offers themed tours for unique experiences.
Discover curated local experiences with bite-sized itineraries created by travel writers and photographers. Get personalized advice and exclusive deals to explore your city like a local. Enjoy a one-week free trial to access all content and weekly new itineraries.
Discover thousands of events and places in New York, from festivals and exhibitions to bars and restaurants. Plan your free time with a city map and connect with friends to share your plans.
Explore a diverse menu featuring Mexican, Cajun-Creole, and Southern comfort food, including slow-cooked smoked BBQ. View daily and monthly specials, plan your meals, and make reservations for any occasion.