A good sale to/from Maui Matrix Airfare Search by ITA Software will price this at $519 (Regular Economy). Use those dates on Read More
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Chicago
chicago flight deals
United: Chicago – Dubai, United Arab Emirates. $698. Roundtrip, including all Taxes
A good sale to Dubai. Sample Travel Date: September 22nd – 29th, 2026 This is just ONE SAMPLE travel date, for more Read More
United: Chicago – San Diego (and vice versa). $155 (Basic Economy) / $245 (Regular Economy). Roundtrip, including all Taxes
A good sale for nonstop service to/from San Diego Matrix Airfare Search by ITA Software will price this at $245 (Regular Economy). Read More
jetBlue: Chicago – San Juan, Puerto Rico. $149 (Basic Economy) / $239 (Regular Economy). Roundtrip, including all Taxes
A good sale for nonstop service to San Juan The $239 fare is a regular economy fare that allows for normal size Read More
Icelandair: Chicago – Reykjavik, Iceland. $378 (Basic Economy) / $498 (Regular Economy). Roundtrip, including all Taxes
A good sale to Reykjavik. The $498 fare includes ONE checked bag (if you don’t select the regular economy fare, checked luggage Read More
Delta: Chicago – Honolulu, Hawaii. $333 (Basic Economy) / $523 (Regular Economy). Roundtrip, including all Taxes
A good sale to Honolulu The $523 fare is the regular fare includes advance seat assignment and normal size carry-on Delta also Read More
American: Chicago – Auckland, New Zealand. $859 (Basic Economy) / $1,059 (Regular Economy). Roundtrip, including all Taxes
A good sale to Auckland Matrix Airfare Search by ITA Software will price this at $859 (Basic Economy). Use those dates on Read More
United: Chicago – Dublin, Ireland. $419 (Basic Economy) / $619 (Regular Economy). Roundtrip, including all Taxes
A good sale to Dublin. Pricing will vary slightly depending on routing United and its partners Air Canada, Austrian, Lufthansa and Swiss Read More
American: Chicago – Lisbon, Portugal. $435 (Basic Economy) / $635 (Regular Economy). Roundtrip, including all Taxes
A good sale to Lisbon. Pricing will vary slightly depending on routing Matrix Airfare Search by ITA Software will price this at Read More
Air Canada: Chicago – Tokyo, Japan. $675 (Basic Economy) / $825 (Regular Economy). Roundtrip, including all Taxes
A good sale to Tokyo. Pricing will vary slightly depending on routing Air Canada’s $825 fare is a regular economy fare with Read More
Iberia: Chicago – Madrid, Spain. $423 (Basic Economy) / $623 (Regular Economy). Roundtrip, including all Taxes
A good sale to Madrid Matrix Airfare Search by ITA Software will price this at $651 (Regular Economy). Use those dates on Read More
Scandinavian Airlines: Chicago – Oslo, Norway. $411 (Basic Economy) / $511 (Regular Economy). Roundtrip, including all Taxes
A good sale to Oslo Matrix Airfare Search by ITA Software will price this at $423 (Basic Economy). Use those dates on Read More
United: Chicago – Athens, Greece. $485 (Basic Economy) / $685 (Regular Economy). Roundtrip, including all Taxes
A good sale to Athens. Pricing will vary slightly depending on routing. United and its partners Air Canada, Austrian, Lufthansa and Swiss Read More
American: Chicago – Nice, France. $487 (Basic Economy) / $687 (Regular Economy). Roundtrip, including all Taxes
A good sale to Nice. Pricing will vary slightly depending on routing. Matrix Airfare Search by ITA Software will price this at Read More
American: Chicago – Kauai, Hawaii (and vice versa). $423 (Basic Economy) / $563 (Regular Economy). Roundtrip, including all Taxes
A good sale to / from Kauai. Pricing will vary slightly depending on routing Matrix Airfare Search by ITA Software will price Read More
American: Chicago – New Delhi, India. $659 (Basic Economy) / $772 (Regular Economy). Roundtrip, including all Taxes
A good sale to New Delhi. Matrix Airfare Search by ITA Software will price this at $772 (Regular Economy). Use those dates Read More
Korean Air: Chicago – Bali, Indonesia. $863. Roundtrip, including all Taxes
A good sale to Bali Sample Travel Date: April 1st – 8th, 2026 This is just ONE SAMPLE travel date, for more Read More
United: Chicago – Las Vegas, Nevada (and vice versa). $131 (Basic Economy) / $221 (Regular Economy). Roundtrip, including all Taxes
A good sale for to/from Las Vegas Matrix Airfare Search by ITA Software will price this at $221 (Regular Economy). Use those Read More