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| Plan Name | Price (Round Trip) | Flight Duration | Baggage Allowance | In-Flight Amenities | Flexibility |
|---|---|---|---|---|---|
| Economy Saver | Starting at $299 | Approx. 3-4 hours | 1 Carry-on, 1 Personal Item | Complimentary Refreshments | Non-refundable, change fee applies |
| Economy Plus | Starting at $379 | Approx. 3-4 hours | 1 Carry-on, 1 Personal Item, 1 Checked Bag (up to 50 lbs) | Complimentary Refreshments, Wi-Fi Available (Paid) | Refundable with fee, free changes up to 24 hours prior |
| Business Class | Starting at $649 | Approx. 3-4 hours | 2 Carry-ons, 2 Checked Bags (up to 70 lbs each) | Premium Meal Service, Unlimited Wi-Fi, In-Flight Entertainment | Fully refundable, unlimited free changes |
| First Class | Starting at $999 | Approx. 3-4 hours | Priority Boarding, 2 Carry-ons, 2 Checked Bags (up to 70 lbs each) | Gourmet Dining, Premium Lounges Access, Priority Baggage Handling | Ultimate flexibility, full refund and change options |
Visit our website or use the Rapido AIR app to search for flights from Hilton Head (HHH) to Chicago (ORD or MDW). Enter your desired travel dates and explore the available options. Compare prices, flight times, and plan details to find the perfect fit for your trip.
Once you've chosen your flight, proceed to our secure booking page. Enter your passenger details and select any add-ons like extra baggage or preferred seating. Complete your payment using one of our accepted methods. You'll receive a confirmation email with your itinerary and e-ticket.
Review your e-ticket and travel documents. Arrive at Hilton Head Island Airport (HHH) at least 2 hours before your scheduled departure to allow ample time for check-in and security procedures. Ensure you have valid identification.
Board your Rapido AIR flight and relax. Our crew is ready to assist you, and our amenities are designed for your comfort during the flight to Chicago. Upon arrival, follow the signs for baggage claim and onward transportation.
For a limited time, seize the opportunity to book your flights from Hilton Head to Chicago at unprecedented prices. We're offering an exclusive discount of up to 15% on all Business Class tickets booked within the next 7 days. This is your chance to experience unparalleled comfort and service for less. Whether it's a crucial business meeting or a luxurious getaway, make your journey unforgettable with Rapido AIR.
We understand that plans can change. That's why we're offering our 'Flexibility Plus' option on select flights from Hilton Head to Chicago. For a small additional fee, you can ensure your ticket is fully changeable and refundable up to 48 hours before departure, giving you complete peace of mind. Travel with confidence, knowing Rapido AIR has you covered.
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Real feedback from customers who booked flights to
βBooked a last-minute flight to and was surprised by the price and service. Highly recommended!β
β Sarah M., Los Angeles
βI compared deals and RapidoAir beat them all. Easy booking and no hidden fees.β
β James R., Chicago
βSmooth checkout, helpful support, and flight updates right to my email. Perfect trip!β
β Anita S., New York