A good sale to / from Chicago Matrix Airfare Search by ITA Software will price this at $287 (Regular Economy). Use those Read More
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Air Canada: Chicago – Auckland, New Zealand. $735 (Basic Economy) / $897 (Regular Economy). Roundtrip, including all Taxes
A good sale to Auckland Matrix Airfare Search by ITA Software will price this at $813 (Basic Economy). Use those dates on Read More
United: Chicago – Managua, Nicaragua. $234 (Basic Economy) / $344 (Regular Economy). Roundtrip, including all Taxes
A great sale to Nicaragua Matrix Airfare Search by ITA Software will price this at $344 (Regular Economy). Use those dates on Read More
Scandinavian Airlines: Chicago – Oslo, Norway. $408 (Basic Economy) / $508 (Regular Economy). Roundtrip, including all Taxes
A good sale to Oslo Matrix Airfare Search by ITA Software will price this at $420 (Basic Economy). Use those dates on Read More
Air Canada: Chicago – Sydney, Australia. $834 (Basic Economy) / $934 (Regular Economy). Roundtrip, including all Taxes
A good sale to Sydney Air Canada’s $934 fare is a regular economy fare with ONE check luggage and normal size carry-on Read More
Delta: Chicago – Naples, Italy. $450 (Basic Economy) / $670 (Regular Economy). Roundtrip, including all Taxes
A good sale to Naples. Pricing will vary slightly depending on routing The $670 fare includes advance seat assignment, normal size carry-on Read More
Copa: Chicago – Rio de Janeiro, Brazil. $539 (Basic Economy / $689 (Regular Economy). Roundtrip, including all Taxes
A good sale to Rio de Janeiro Matrix Airfare Search by ITA Software will price this at $587 (Basic Economy). Use those Read More
Air Canada: Chicago – Manila, Philippines. $749. Roundtrip, including all Taxes
A good sale to Manila. Matrix Airfare Search by ITA Software will price this at $841. Use those dates on Google Flights Read More
United: Chicago – Athens, Greece. $474 (Basic Economy) / $674 (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
Scandinavian Airlines: Chicago – Gothenburg, Sweden. $375 (Basic Economy) / $475 (Regular Economy). Roundtrip, including all Taxes
A good sale to Gothenburg Matrix Airfare Search by ITA Software will price this at $387 (Basic Economy). Use those dates on Read More
United: Chicago – Jakarta, Indonesia. $687. Roundtrip, including all Taxes
A good sale to Jakarta. Pricing can vary slightly depending on routing. Sample Travel Date: January 20th – 28th, 2026 This is Read More
United / All Nippon Airways: Chicago – Bangkok, Thailand. $701. Roundtrip, including all Taxes
A good sale to Bangkok. Pricing will vary slightly depending on routing Sample Travel Date: January 22nd – 29th, 2026 This is Read More
United: Chicago – Boston (and vice versa). $97 (Basic Economy) / $167 (Regular Economy). Roundtrip, including all Taxes
A good sale to/from Boston Matrix Airfare Search by ITA Software will price this at $167 (Regular Economy). Use those dates on Read More
United: Chicago – Anchorage, Alaska (and vice versa). $318 (Basic Economy) / $398 (Regular Economy). Roundtrip, including all Taxes
A good sale to / from Anchorage Matrix Airfare Search by ITA Software will price this at $398 (Regular Economy). Use those Read More
United: Chicago – Guatemala City, Guatemala. $211 (Basic Economy) / $321 (Regular Economy). Roundtrip, including all Taxes
A good sale to Guatemala City Matrix Airfare Search by ITA Software will price this at $321 (Regular Economy). Use those dates Read More
United: Chicago – Paris, France. $436 (Basic Economy) / $636 (Regular Economy). Roundtrip, including all Taxes
A good sale for nonstop service to Paris United and its partners Air Canada, Austrian, Lufthansa and Swiss Air’s $636 fare is Read More
Cathay Pacific: Chicago – Singapore. $748. Roundtrip, including all Taxes
A good sale to Singapore Sample Travel Date: August 28th – September 4th This is just ONE SAMPLE travel date, for more Read More
Alaska Air: Chicago – San Diego (and vice versa). $139 (Basic Economy) / $229 (Regular Economy). Roundtrip, including all Taxes
A good sale to/from San Diego The $229 fare is a regular economy fare with advance seat assignment and a normal size Read More