Business

THE QUICK BUSINESS TRIP

Chicago, IL

Sales VP, 47, needs to be in Chicago for a client dinner. Budget: Company policy allows up to $800 for domestic flights. Here's how we turned their vision into a booked trip.

Chicago skyline with Willis Tower and Lake Michigan

3 minutes

Time to book

Tomorrow

Planning window

$347 outbound

Final price

12-15 minutes

Time saved vs DIY

THE BRIEF

"ORD tomorrow, any afternoon flight, economy is fine, aisle. Back Thursday red-eye."

REQUIREMENTS

• American AAdvantage member
• Seat preference: Aisle
• TSA PreCheck number on file
• Work email for receipts

OUR PROCESS

RULED OUT

×
United 892
$312, but wouldn't earn AA miles

CONSIDERED

○
AA 1245
2:15pm, aisle 14C, $347
○
AA 1892
4:30pm, aisle 12D, $289

OUR RECOMMENDATION

AA 1245 — afternoon departure, aisle seat, earns AAdvantage miles

THE BOOKING

AMERICAN AIRLINES 1245, SEAT 14C + THURSDAY RED-EYE RETURN

Why it won: Met timing requirements, earns miles, aisle seat
Price: $347 outbound
Extras: AAdvantage miles earned automatically, receipt sent to work email

THE OUTCOME

He's booked 11 trips with us since. Calls us "the best travel hack I've found." 3 minutes from request to confirmed booking. No app switching, no logging in, no seat map hunting.

DIY ESTIMATE

12-15 minutes

WITH OTHERWHERE

3 minutes