Chicago: The Windy City That’ll Blow You Away (In a Good Way)
Hey there, travelers! It’s your snarky travel buddy David from David’s Guide, back with another Chicago gem for you. If you’re planning a trip to the Windy City, buckle up—Chicago’s got more to offer than a stiff breeze and a deep-dish pizza that’ll make you question your life choices. Founded in 1837, this city rose from the ashes of the Great Chicago Fire of 1871 like a phoenix with a serious glow-up. From the 1893 World’s Columbian Exposition (where they debuted the Ferris wheel—sorry, Navy Pier) to the Prohibition era when Al Capone ran the streets like a mobster influencer, Chicago’s history is as rich as its food scene. Today, it’s a cultural powerhouse with iconic landmarks like Millennium Park, the Art Institute of Chicago, and a jazz scene that’ll make you wish you owned a saxophone.
But let’s talk about where you’re gonna crash after a day of exploring. If you’re looking for Chicago Hotels Best Western, Best Western hotels in Chicago, or just affordable hotels in Chicago that don’t feel like a downgrade, I’ve got you covered. Let’s dive into why Best Western is your go-to for a comfy, budget-friendly stay in the Windy City.
Let’s be real—Chicago’s got plenty of hotels, but not all of them give you bang for your buck. That’s where Best Western hotels in Chicago come in, offering a sweet spot between affordability and comfort that’ll make you feel like you’ve won the travel lottery. Known for consistency, these hotels are a favorite for tourists, business travelers, and even your furry friends (yes, many are pet-friendly!). Whether you’re here for a quick weekend getaway or a week-long business trip, Chicago Hotels Best Western properties deliver the goods: prime locations, modern amenities, and service that’ll make you feel like a VIP—without the VIP price tag.
Plus, Best Western has been in the game for over 75 years, so they know a thing or two about hospitality. In 2025, they’ve upped their game with updated rooms, eco-friendly initiatives (like energy-efficient lighting and water conservation), and even contactless check-in at select locations. Oh, and did I mention the Best Western Rewards program? You can earn points for free nights, upgrades, and more—perfect for budget-conscious travelers looking for affordable hotels in Chicago.
Top Chicago Hotels Best Western: Where to Stay Without Breaking the Bank
Here’s my hand-picked list of the best Chicago Hotels Best Western properties that’ll give you comfort, convenience, and a front-row seat to the Windy City’s magic. These spots are perfect for affordable hotels in Chicago that still feel like a treat.
1. Best Western Plus Hawthorne Terrace Hotel—Your Lakeview Hideaway
Nestled in the Lakeview neighborhood, the Best Western Plus Hawthorne Terrace Hotel is a gem for travelers who want to be close to the action but not in the middle of the downtown chaos. Just steps from Wrigley Field (perfect for catching a Cubs game in 2025), this hotel offers cozy rooms with plush bedding, free Wi-Fi, and mini-fridges for your deep-dish leftovers. They’ve got a complimentary breakfast with hot options like waffles and eggs, plus a fitness center to burn off those calories. It’s one of the top Best Western hotels in Chicago for a relaxed vibe with easy access to Boystown’s nightlife and Lincoln Park’s greenery.
Pro Tip: Book a room with a terrace view—it’s perfect for sipping coffee while pretending you’re in a rom-com.
2. Best Western Grant Park Hotel—Downtown Vibes Without the Downtown Price
If you’re all about that downtown life, the Best Western Grant Park Hotel is your spot. Located in the South Loop, this hotel is a short walk from Millennium Park, the Art Institute, and the Field Museum—basically, all the spots you’ll be snapping pics at. Rooms come with flat-screen TVs, coffee makers, and free Wi-Fi, plus some have views of Lake Michigan that’ll make you forget how to blink. They offer a grab-and-go breakfast (think pastries, fruit, and coffee), and there’s a fitness center for those who want to pretend they’re sticking to their gym routine. It’s a top pick for Chicago Hotels Best Western if you want to be in the heart of the action without paying Magnificent Mile prices.
Fun Fact: You’re just a 10-minute walk from the Chicago Jazz Festival in September 2025—don’t miss it!
3. Best Western River North Hotel—River North’s Budget-Friendly Gem
Tucked away in the trendy River North neighborhood, the Best Western River North Hotel is a hidden gem in Chicago for foodies (see what I did there?) and art lovers alike. You’re steps from the Riverwalk, the Magnificent Mile, and some of the city’s best galleries. Rooms are modern with comfy beds, free Wi-Fi, and mini-fridges, and the hotel has an indoor pool—perfect for a dip after a day of exploring. They also offer free parking (a rarity in Chicago) and a complimentary breakfast with options like oatmeal and fresh fruit. It’s one of the best affordable hotels in Chicago for travelers who want to be near the action without the sticker shock.
Insider Tip: Check out the nearby Chicago Riverwalk Art Fair in May 2025—it’s a vibe.
4. Best Western Plus Hyde Park Chicago Hotel—For a South Side Escape
Located in the historic Hyde Park neighborhood, the Best Western Plus Hyde Park Chicago Hotel is perfect for travelers who want a quieter stay with easy access to the city. You’re near the University of Chicago and the Museum of Science and Industry, plus the lakefront trails are great for a morning jog (or a slow shuffle, no judgment). Rooms come with all the essentials—plush bedding, free Wi-Fi, and coffee makers—plus a complimentary breakfast with hot items like scrambled eggs. It’s a top Best Western hotels in Chicago pick for families or anyone looking to explore the South Side’s cultural gems.
Why Stay Here? The Obama Presidential Center is set to open nearby in late 2025—be one of the first to visit!
5. Best Western Chicago Downtown—Business Meets Pleasure in the Loop
For business travelers or anyone who wants to be in the thick of it, the Best Western Chicago Downtown in the Loop is a solid choice. You’re a short walk from Willis Tower, the Chicago Theatre, and the business district, making it perfect for work trips or sightseeing. Rooms are equipped with ergonomic workspaces, free Wi-Fi, and flat-screen TVs, and the hotel offers a business center and meeting rooms for your PowerPoint needs. They also have a pet-friendly policy, so your furry coworker can tag along. It’s one of the best Chicago Hotels Best Western for balancing work and play in the heart of the city.
Heads Up: The Loop’s Lollapalooza spillover in August 2025 can get wild—book early!
Want more Chicago travel tips? Check out our guides on or to keep exploring the Windy City!
FAQ: Your Burning Questions About Chicago Hotels Best Western, Answered
Why Should I Choose Chicago Hotels Best Western Over Other Options?
Because you get comfort, convenience, and affordability without selling your soul. Chicago Hotels Best Western properties are strategically located, packed with amenities, and won’t make your wallet cry—perfect for affordable hotels in Chicago.
Are Best Western Hotels in Chicago Close to Major Attractions?
You bet! Spots like the Best Western Grant Park Hotel are a hop, skip, and a jump from Millennium Park and Willis Tower. Even suburban options like Hyde Park are just a quick train ride away from downtown.
Are These Affordable Hotels in Chicago Family-Friendly?
Totally! Many Best Western hotels in Chicago offer spacious rooms, complimentary breakfasts kids will love, and extras like cribs or rollaway beds. The Hyde Park location is great for family outings to the Museum of Science and Industry.
Do Chicago Hotels Best Western Have Business-Friendly Amenities?
Yes, ma’am/sir! From meeting rooms to high-speed Wi-Fi, places like the Best Western Chicago Downtown have you covered for work trips. You can Zoom call and chill in the same day.
Can I Bring My Pet to Best Western Hotels in Chicago?
At many locations, yes! The Best Western Chicago Downtown and others are pet-friendly, so your furry friend can join the Chicago adventure. Just check the hotel’s policy first.
Wind Down in the Windy City: Your Affordable Chicago Stay Starts Here
There you have it, folks—David’s Guide to the best Chicago Hotels Best Western, where you can stay in comfort without draining your bank account. From the trendy vibes of River North to the cultural charm of Hyde Park, these Best Western hotels in Chicago are your ticket to affordable hotels in Chicago that still feel like a treat. So, pack your bags, book your room, and get ready to explore the Windy City like a pro—without the sticker shock. Chicago’s waiting to show you a good time, and Best Western’s got your back!