A good sale for early Fall travel to Spain. Europe is the best in the Fall — less tourist and the weather Read More
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Chicago
chicago flight deals
United: Chicago – Istanbul, Turkey. $569. Roundtrip, including all Taxes
The Istanbul sale we published from Newark is also available from Chicago. Go spend Turkey Day in Turkey. Sample Date: October 22nd Read More
American: Chicago – San Juan, Puerto Rico. $264. Roundtrip, including all Taxes
The Memorial Day weekend wasn’t enough? Still want a quick getaway this upcoming week? Go to San Juan! Sample Date: June 2nd Read More
Alaska Air: Oakland, California – Chicago (and vice versa) $241. Roundtrip, including all Taxes
A decent sale from the East Bay to Chicago. Fares to/from Chicago and the Bay Area has been really high lately, this Read More
KLM: Chicago – Johannesburg, South Africa. $999. Roundtrip, including all Taxes
KLM’s sale to South Africa is also available from Chicago. Sample Date: May 9th – 17th. Valid for travel until May 31st Read More
American: Chicago – Las Vegas (and vice versa) $173. Roundtrip, including all Taxes
A nice sale to Las Vegas for non-stop service with decent availability. Sample Date: May 11th – 14th. Valid for travel from Read More
Turkish Airlines: Chicago – Amsterdam, The Netherlands. $772. Roundtrip, including all Taxes
A nice sale to Amsterdam! This fare includes two nice layovers in Istanbul. Sample Date: May 1st – 10th. Valid for travel Read More
KLM: Chicago – Cape Town, South Africa. $1,001. Roundtrip, including all Taxes
KLM’s sale to South Africa also works from Chicago! This is a very good deal! Sample Date: May 1st – 9th. Valid Read More
Air Canada: Chicago – Shanghai, China. $893. Roundtrip, including all Taxes
A nice sale to Shanghai from Chicago. Sample Date: May 2nd – 9th. Valid for travel until May 15th for Monday through Read More
American: Chicago – San Juan, Puerto Rico. $275. Roundtrip, including all Taxes
A good sale to San Juan from Chicago. This fare is only available on a connecting itinerary, the non-stop is 2 times Read More
American: Santa Ana (Orange County), California – Chicago (and vice versa) $219. Roundtrip, including all Taxes
Since we launched The Flight Deal, deals to/from Chicago have been the most difficult to find and publish. Here’s a good deal Read More
United: Chicago – Johannesburg, South Africa. $922. Roundtrip, including all Taxes
An United sale from Chicago is a very rare due to its duopoly with American from O’hare. Since we launched, United deals Read More
Copa: Chicago – St. Marteen, Netherlands Antiles. $399. Roundtrip, including all Taxes
Despite its closeness to the United States, fares to the Caribbean are actually pretty expensive! This is a good sale in that it’s Read More
American: Chicago – Mumbai, India. $930. Roundtrip, including all Taxes
A great fare to Mumbai! Going to India for $1,000 with a single connection is a deal! Sample Date: March 21st – Read More
Delta: Chicago – Istanbul, Turkey. $516. Roundtrip, including all Taxes
The good fares that we had in the last few months to Istanbul are coming to an end. It will only trend Read More
American: Chicago – Shanghai, China. $789. Roundtrip, including all Taxes
American Airlines continues its sale to China — now from Chicago! Sample Date: March 21st – 28th. Valid for travel until June Read More
American: Chicago – Doha, Qatar. $825. Roundtrip, including all Taxes
Doha is trying to compete with Dubai as tourist mecca for the Middle East. It’s not doing a bad job considering Qatar won Read More
United: Chicago – Manila, Philippines. $821. Roundtrip, including all Taxes
Decent availability with this fare to Manila! The routing is not the most ideal — however, deals from Chicago are hard to Read More