Category: <span>Flights from Chicago / Milwaukee</span>

[11/12/2017 @ 5:36 PM CT] Mostly sold out. Removing fro deal list.

American has “basic economy” round-trip flights from Chicago (ORD) to Miami (MIA) for $49, NONSTOP. $25 each-way. Flights Tuesdays, Wednesdays, Saturdays, October to December. Origin/Destination reversible. Holiday blackouts apply.

Note: “Basic Economy” seats are assigned at check-in. Does not include a free carry-on bag. Only a personal item (like a small-backpack) is free. “Regular Economy” available for +$30 more.

Click for more details and booking links Nonstop Flights: Chicago to/from Miami $49 r/t – American

Airfare Deals American Airlines Flights from Chicago / Milwaukee Miami Oneworld

[11/04/2017 @ 10:15 PM CT] Old post clean-up. Fare gone. Removing from deal list.

United has “Basic Economy” round-trip flights from Chicago (ORD) to San Francisco (SFO) for $105, NONSTOP. $52 each-way. Flights Tuesday, Wednesday, Saturday, November to February. Holiday Blackouts apply.

Note: Fare is “Basic Economy”; no free bag, no seat selection, and boards with last group. You can check a bag for +$25 each-way. United MileagePlus credit-card holders get priority boarding and a free bag on Basic Economy fares. You can also avoid bag fees by using a small backpack as your personal item.

Click for more details and booking links Nonstop Flights: Chicago to San Francisco $105 r/t – United

Airfare Deals Flights from Chicago / Milwaukee San Francisco United

Airfare Deals Air France Flights from Chicago / Milwaukee SkyTeam Tokyo

Airfare Deals Amsterdam Flights from Chicago / Milwaukee Paris Star Alliance United

Airfare Deals Air France Barcelona Delta Flights from Chicago / Milwaukee KLM Madrid SkyTeam

Airfare Deals Air France Delta Flights from Chicago / Milwaukee KLM SkyTeam Zurich

Airfare Deals Delta Flights from Chicago / Milwaukee Sao Paulo SkyTeam

Airfare Deals Flights from Chicago / Milwaukee Star Alliance Turkish Venice Zagreb

Airfare Deals Flights from Chicago / Milwaukee Flights from Milwaukee Saint Louis Southwest

[10/11/2017 @ 8:31 PM CT] Fare gone. Removing from deal list.

Icelandair has round-trip flights from Chicago (ORD) to several cities in Europe (see title above) for $346-$416 with a connection. Flight availability varies per destination, but most are from January to mid-March. See example dates for specific date ranges. Holiday Blackouts apply. Expect prices to fluctuate by +/- $30.

Click for more details and booking links Flights: Chicago to Amsterdam / London / Paris / Brussels / Copenhagen / Oslo $346-$416 r/t – Icelandair

Airfare Deals Amsterdam Berlin Brussels Copenhagen Flights from Chicago / Milwaukee Frankfurt Helsinki IcelandAir London Manchester Munich Oslo Paris