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Note: All travel is subject to frequently changing governmental restrictions—please check federal, state, and local advisories before scheduling trips.

Are you finally ready to start planning a trip? Well, you’re in luck. Despite high demand for travel, there are still some really great flight bargains out there. CheapTickets compared flight price data to determine which destinations are cheaper this summer compared with summer of 2019. Here are the best deals that came up from May-July 2021, all 25%-30% cheaper compared to two years ago. 

RELATED: What we learned about travel last year that will make 2021 even better


Wynwood | Photo: Greater Miami Convention and Visitors Bureau

While Florida might not be the first destination you think of during the warmer months, Miami is actually nice any time of year, including summer, thanks to fresh ocean breezes and fewer tourists and snowbirds jamming up every attraction. Whether you’re there for Miami Beach’s sandy strands and thumping nightlife or Wynwood’s buzzing art and dining scenes, Miami is calling this summer with average round-trip flight prices of $185, about 30% less than 2019 fares.

Find your Miami hotel right here.


Ask any local: Chicago really comes alive in summer when its hibernating populace starts to peek out into the sunshine and  take full advantage of its gorgeous lakefront and never ending schedule of music, food, and culture festivals (you probably already know Lollapalooza and Pitchfork, but there’s plenty for fans of blues, jazz, gospel and house music, too). When the temperatures rise, seek out the cool comfort of one of the city’s world-class museums such as the Art Institute or the Field Museum, or bask in the sunshine as you take in Chicago’s world renowned architecture on a river cruise. Either way, you haven’t seen Chicago until you’ve explored it in all its summertime glory, and with flight prices averaging around 30% less than 2019, there’s no time like now to start planning your visit.

Find your Chicago hotel right here.

Jackson Hole, WY

Skiing is believing and that’s no doubt why hordes of bums and bunnies alike head to Jackson Hole in winter to ride its powdery slopes. But we say Jackson Hole in summer is even more enticing. Boasting Grand Teton National Park right in its own backyard plus famed Yellowstone a mere hour away (save money with a National Parks pass!), Jackson Hole in summer becomes a mecca for YOLO adventures like hiking, BMX biking, para gliding, fly fishing, rock climbing, gondola rides, al fresco wining and dining, and much more. Plus, what’s not to love about blue skies and 70s, dreamy 10pm sunsets, and flights averaging 30% less than they did two years ago?

Find your Jackson Hole hotel right here.

Los Angeles


A city so big it’s like getting 10 vacations in one, it’s hard to imagine a fantasy going unfulfilled in sunny L.A. Join the queues for morning coffee in East Side hipster nabes like Loz Feliz and Silver Lake, grab a paddle and kayak along the LA River, gawk at celebs while working up a sweat in Runyon Canyon, drive the coast (top down, of course) and stop for snacks and sandos and Malibu County Mart along the way, swoop up the city’s best bargains at the sprawling Melrose Trading Post, and plop down on a beach somewhere and watch surfers ride waves as the sun drops into the dreamy Pacific. All this, plus flights averaging 30% less than they did this time two years ago.

Find your Los Angeles hotel right here.

New York City


True, Broadway is still dark and will continue to be until at least September, but imagine how you’ll spend the extra money saved. As in taking a spin around the glitter-filled rink at the retro Dreamland Roller Rink in Prospect Park, scooping up the city’s best bargains at the weekly Chelsea Flea, having a lick of a dipped Salty Pimp soft serve swirl at Big Gay Ice Cream, and sunbathing among the perfectly pierced and tattooed at the People’s Beach at Jacob Riis Beach Park. Perhaps you’ll even time your visit to experience Manhattanhenge, that rare summer event during which the setting sun aligns with Manhattan’s east-west grid creating a photo op like no other. All this and it’s a bargain getting there. Flight prices to NYC are 25% less expensive than they were two years ago.

Find your New York City hotel right here.


Photo: kla4067

One thing about folks from Minneapolis is that no matter where they go in the world, many often end up putting roots down back in town, and that’s because the Twin Cities are a great place to live—and visit. Take all the outdoor recreation that its 22 lakes offer, and combine that with a great civic reverence for culture that’s apparent in museums such as the Walker Art Center, the Frank Gehry-designed Weisman Art Museum or the historic Mill City Museum, and what you have is a well-rounded—yet underlauded—city that makes for the perfect summer destination. And with flights averaging 25% less than last year, now’s the time to start planning where you’ll get your Minneapolis-famous eats like the Juicy Lucy or Vietnamese pho.

Find your Minneapolis hotel right here.

Fort Lauderdale, FL

With snowbird and tourist season over for the most part, you’ll get to know the real Fort Lauderdale in summer. Hit any of its gorgeous beaches for fun in the sun, or board a boat for cool breezes (the water taxi tour of Millionaire’s Row makes for a nice peek into the lifestyles of the rich and famous). When you need a culture break, or a great bite to eat, head to the FAT Village Arts District, where the Sistrunk Market food hall offers delicious bites; then take a walk around the neighborhood to admire its colorful murals. In terms of airfares, Fort Lauderdale usually costs quite a bit less its neighboring airports, but at the time of writing, flights were averaging about $155, around 25% less than normal.

Find your Fort Lauderdale hotel right here. 


Hotel Clermont

If you’re wondering to yourself, “Why do I love Atlanta so much?,” chances are good that at the time you’re thinking this, you’re enjoying rooftop cocktails at the chic Hotel Clermont, strolling the excellent Beltline, thrifting for treasures at Junkman’s Daughter, or enjoying exotic eats along the Buford Highway. The hottest city in the South offers a lot more than just the Georgia Aquarium and World of Coca-Cola (though do check both out), but it’s just as enjoyable to idyll away an afternoon in Piedmont Park, enjoy the smorgasbord of eateries at Krog Street Market, and shopping both the indie stores and familiar chains contained within the Ponce City Market. It’s all a lot easier to do right now thanks to airfares averaging $180—that’s 25% cheaper than they were two years ago!

Find your Atlanta hotel right here. 



Philly roundtrip flights for $170? Yet another reason to visit the City of Brotherly Love! Day one: Check off tourist highlights like running up the “Rocky Steps,” ogling the Liberty Bell, and increasing your calorie count with a Philly cheesesteak (from either Geno’s or Pat’s King, of course). Devote day two to digging deeper. Grab a morning coffee and dooughnut (and some fried chicken!) at Federal Donuts. Next, check out the creepy Mütter Museum, devoted to antique medical devices, wax sculptures and osteological specimens. Fishtown is the city’s hipster hub so spend an afternoon wandering its trendy streets, including a caffeine fix at La Columbe, lunch at NYC barbecue import Fette Sau, and happy hour cocktails at Front Street Cafe. Don’t forget to stroll South Street Bridge for dreamy sunsets and skyline views.

Find your Philly hotel right here.

San Juan, Puerto Rico

Old San Juan

The colorful buildings in Old San Juan. Photo: Cogito Ergo Imago – Flickr.

If you’re looking for paradise without a passport, this is it. America’s Caribbean territory offers crystal waters lapping gorgeous beaches, majestic mountains, and rainforest waterfalls—everything you’d expect in a tropical getaway. Plus, it’s an easy escape since the currency is the U.S. dollar and most phone plans don’t charge extra fees in P.R. Whether you’re looking to explore Old San Juan’s colorful colonial architecture, Spanish fortresses and happening nightlife, or you plan on making a beeline for the beach, now’s the time go with air fares hovering around $215 at the time of writing, down 25% compared to the same time in 2019.

Find your San Juan hotel right here.

Tagged: Beach, Caribbean, Cheap City, USA, Cheap Tips, Chicago, City, Destinations, Florida, Types of Travel

Note: CheapTickets compensates authors for their writings appearing on this site.

Jason Heidemann and Martina Sheehan

Jason Heidemann and Martina Sheehan

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