Cheap flights from Chicago MDW

Showing you the latest cheap flights deals for Chicago (MDW) sourced from all around the web. Let's get ready to travel.

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December 03, 2022
Scandinavian Airlines: Chicago – Oslo, Norway. $387 (Basic Economy) / $589 (Regular Economy). Roundtrip, including all Taxes
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December 02, 2022
United: Chicago – Dubai, United Arab Emirates. $730. Roundtrip, including all Taxes
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December 01, 2022
American: Chicago – San Juan, Puerto Rico. $231 (Basic Economy) / $311 (Regular Economy). Roundtrip, including all Taxes
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November 30, 2022
The Shorthaul – Southwest: Chicago – Boston (and vice versa). $105. Roundtrip, including all Taxes
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November 29, 2022
Southwest: Chicago – Honolulu, Hawaii (and vice versa) $389. Roundtrip, including all Taxes
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November 28, 2022
Southwest: Chicago – Seattle (and vice versa). $133. Roundtrip, including all Taxes
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November 28, 2022
Southwest: San Francisco – Chicago (and vice versa). $179. Roundtrip, including all Taxes
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November 27, 2022
Scandinavian Airlines: Chicago – Munich, Germany. $392 (Basic Economy) / $447 (Regular Economy). Roundtrip, including all Taxes
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November 26, 2022
Scandinavian: Chicago – London, England. $395 (Basic Economy) / $450 (Regular Economy). Roundtrip, including all Taxes
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November 25, 2022
Aer Lingus: Chicago – Dublin, Ireland. $376 (Basic Economy) / $496 (Regular Economy) Roundtrip, including all Taxes
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November 24, 2022
Scandinavian Airlines: Chicago – Amsterdam, Netherlands. $397 (Basic Economy) / $452 (Regular Economy). Roundtrip, including all Taxes
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November 23, 2022
Scandinavian Airlines: Chicago – Copenhagen, Denmark. $447 (Basic Economy) / $502 (Regular Economy). Roundtrip, including all Taxes
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