Travel from Chicago
Your local travel experts for ORD and the surrounding areas. Best deals on flights, cruises, and vacation packages departing from Chicago.
2 Airports
ORD, MDW
Service Areas
10+ neighborhoods
Popular destinations from ORD:
Airports & Departure Points
ORD
O'Hare International Airport
MDW
Midway International Airport
Travel Services from Chicago
Expert travel planning for Chicago travelers
ORD to Popular Destinations
All Major Airlines
Caribbean Cruises
All Cruise Lines
Vacation Packages
Flight + Hotel Combos
ORD to International
International Airlines
Theme Park Packages
Flight + Hotel + Tickets
Alaska & European Cruises
Luxury Cruise Lines
Need help planning your trip from Chicago? Our travel experts are here to help.
Best Times to Travel from Chicago
Seasonal travel insights and destination recommendations tailored for Chicago travelers
Spring
Perfect time for European travel as weather warms up
Summer
Peak season for Great Lakes cruises and European vacations
Fall
Beautiful autumn colors inspire European and Asian travel
Winter
Escape the cold with warm-weather deals and ski packages
Year-Round Travel Expertise
Our Chicago travel specialists understand seasonal trends, weather patterns, and the best times to visit destinations worldwide. We'll help you find the perfect trip at the perfect time.
Ready to Explore from Chicago?
Join thousands of satisfied Chicago travelers who trust us with their dream vacations. Our local experts are standing by to help you find the perfect trip at the perfect price.
Multiple Ways to Connect with Our Chicago Experts
Preferred by Chicago travelers • Over 10,000 five-star reviews
Why Chicago Travelers Choose Next Trip Anywhere
We understand Chicago airports, traffic patterns, and the best departure times
Certified travel advisors with years of experience planning Chicago departures
Thousands of satisfied customers and industry-leading guarantees
Expert Travel Services for Chicago and Surrounding Areas
Next Trip Anywhere is Chicago's premier travel agency, specializing in departures from O'Hare International Airport (ORD) and 1 other regional airports. Whether you're in Downtown, North Side, South Side, or anywhere in the Chicago metropolitan area, we provide personalized travel planning with unbeatable deals on flights, cruises, and vacation packages.
Why Chicago Travelers Choose Next Trip Anywhere
- ORD Airport Experts: We know the best routes, airlines, and timing for O'Hare International Airport departures
- Local Coverage: Serving Downtown, North Side, South Side, West Side, Oak Park, Evanston, and surrounding communities
- Midwest Hub Connections: Specialized expertise in this area of travel
- European Direct Routes: Specialized expertise in this area of travel
- Great Lakes Cruises: Specialized expertise in this area of travel
- Corporate Travel Solutions: Specialized expertise in this area of travel
- 24/7 Support: Always available for Chicago's busy professionals and families
Popular Destinations from Chicago
Chicago travelers love our competitive rates and expert service for both domestic and international destinations. Our most popular packages include:
- Domestic Flights: Competitive rates to popular US destinations with convenient ORD departure times
- International Travel: Direct and connecting flights to Europe, Asia, Caribbean, and beyond
- All-Inclusive Resorts: Complete vacation packages with flights from ORD
- Group Travel: Corporate retreats, family reunions, and destination weddings
- Luxury Travel: Premium accommodations and first-class service worldwide
Serving All of Greater Chicago
Our travel experts understand the unique needs of Chicago area travelers. We serve clients throughout the metropolitan area including Downtown, North Side, South Side, West Side, Oak Park, Evanston, Schaumburg, Naperville, Milwaukee, Madison, and surrounding communities. Whether you prefer departure from O'Hare International Airport or one of the1 other regional airports, we'll find the most convenient and cost-effective options for your travel needs.
Convenient Chicago Travel Planning
Located in the heart of Chicago's travel market, we understand local preferences and travel patterns. Our services include:
- Free travel consultations and trip planning
- Airport parking and transportation coordination
- Travel insurance and protection plans
- Visa and passport assistance
- Group travel coordination and management
- Corporate travel programs and expense management
- Emergency travel assistance and rebooking
Book Your Chicago Departure with Confidence
As an established Chicago travel agency with years of experience and thousands of satisfied customers, we provide exceptional value on all travel from Chicago. Our team of certified travel advisors ensures your trip is perfectly planned, from your departure at ORD or other local airports to your final destination. Contact us today for your free consultation and discover why Chicago travelers trust Next Trip Anywhere for all their vacation needs.
Travel Deals and Packages from Chicago
We specialize in finding the best travel deals for Chicago residents, including:
- Last-minute flight deals from ORD
- Early booking discounts on popular destinations
- Group rates for family and corporate travel
- All-inclusive resort packages with airfare from Chicago
- Honeymoon and anniversary travel specials
- Senior and military travel discounts
Ready to plan your next adventure from Chicago? Call us at 1-833-874-1019 or email info@nexttripanywhere.com for your free consultation. We're here to make your travel dreams a reality with personalized service, competitive prices, and the peace of mind that comes with working with Chicago's most trusted travel professionals.