With the temperatures starting to warm up, and trees and flowers springing back to life, it can only mean one thing — spring has sprung! For those who are experiencing spring fever and are feeling restless, why not take advantage of some of the great deals to Chicago, courtesy of the deal experts at Fly.com, and partake in one of the numerous festivals and activities that comes with warmer weather? Sports fans can cheer (or jeer) the Cubs and/or White Sox during their opening days (April 8 and 11, respectively) or join the excitement of the 2016 NFL Draft (April 28-30). Foodies can fill their bellies at the Chicago Craft Beer Week (May 14-24) or the Mole de Mayo where local chefs and restaurants go mano a mano on the best Mexican dish (May 27-29). You can then walk off all the food you ate at one of the many museums in the city with noteworthy exhibitions such as the new permanent exhibition of 44 works by artists such as Andy Warhol and Roy Lichenstein at the Art Institute of Chicago, gawk at the fashions from the first five seasons of “Downton Abbey” at the Driehaus Museum (through May 8), or get up close and personal with the Terracotta Warriors at The Field Museum (through January 8, 2017).
If you rather get your beach season started early and want the option to dip your feet into the ocean, we have also found discounted airfares to South Florida and the Caribbean. So dust off your winter doldrums and start planning a spring getaway!
Cheap Flights to Chicago
The prices below represent a savings of up to $100 on typical roundtrip prices. These fares are not part of an airline sale and may disappear at any time, so book ASAP.
Availability varies by route. Click on the Fare Calendar links below to find the best dates to travel April to June, unless otherwise noted (holiday blackouts may apply). All prices roundtrip, including taxes.
- $71 — Atlanta
- $71-$109 — New York City
- $71 — Philadelphia (into May)
- $81-$117 – Boston
- $81-$93 — Portland, Ore. (April 14-May 9)
- $147-$157 — Houston
- $148-$197 — Seattle
More Cheap Flights
If Chicago’s 26 miles of lakefront beaches aren’t salty enough for you, check out the other hot deals below to South Florida and the Caribbean.
The prices below represent a savings of up to $200 on typical roundtrip prices. These fares are not part of an airline sale and may disappear at any time, so book ASAP.
Availability varies by route. Click on the Fare Calendar links below to find the best dates to travel into June, unless otherwise noted (holiday blackouts may apply). All prices roundtrip, including taxes.
Cheap Flights to South Florida
- $80 — Detroit to Fort Lauderdale
- $105-$137 — Baltimore to Miami
- $127 — Washington, D.C. to Fort Lauderdale (into May)
- $128 — Denver to Miami (into May)
- $178 — Las Vegas to Miami (April-May)
- $208 — San Antonio to Miami
Cheap Flights to Puerto Rico & Barbados
- $252 — Salt Lake City to San Juan, Puerto Rico (April only)
- $265 — New York City to Bridgetown, Barbados (April 1-18)
- $268 — New Orleans to San Juan, Puerto Rico (April – May)
- $282 — Chicago to San Juan, Puerto Rico (through May 18)
- $282-$284 — Houston to San Juan, Puerto Rico (April only)
- $305 — Cincinnati to San Juan, Puerto Rico (April only)
Don’t see fares from your hometown? Browse Today’s Best Fares from your city. And for hotel suggestions, check out Fly.com/hotels for deals and offers.
Fly.com Updates
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Featured Image: Chicago Skyline from North Avenue Beach (Shutterstock.com)