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

Airfare Deals Flights from Chicago / Milwaukee Punta Cana Star Alliance United

American Airlines and United have round-trip flights from Chicago (ORD) to Las Vegas (LAS) for $97, NONSTOP. Flights October to December. Departures on Monday, Tuesday, Wednesday, Saturday, and Sunday. Very few extended weekends available. Origin/Destination reversible.

Carry-on bag is allowed for free on American. United charges a $35 fee for checked-bags each-way. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

Click for more details and booking links Nonstop Flights: Chicago to/from Las Vegas $97 r/t [October-December] (mostly weekdays) – American Airlines / United

Airfare Deals American Airlines Flights from Chicago / Milwaukee Las Vegas Oneworld

Airfare Deals Aruba Flights from Chicago / Milwaukee JetBlue

SAS and United have round-trip flights from Chicago (ORD) to Amsterdam (AMS) for $373 with a connection on SAS or $477 NONSTOP on United. Flights October to June. Extended weekends available.

Carry on bag with a maximum weight of 18 lbs is allowed for free on SAS. United flights are NONSTOP and allow for a regular weight carry-on bag. You can avoid seat selection fees by accepting the randomly assigned seat at the gate.

Note that TAP has flights available for “$316” but those don’t include a carry-on bag. TAP charges $95! (each-way!) to check a regular sized bag. You should avoid the TAP fares because they will cost more than the NONSTOP UA flight once you add in the fees.

Click for more details and booking links Cheap Flights: Chicago to Amsterdam $373-$491 r/t [October-June] – SAS / United

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

Airfare Deals American Airlines Costa Rica Flights from Chicago / Milwaukee Flights from Milwaukee Oneworld San Jose

Airfare Deals American Airlines Belize City Flights from Chicago / Milwaukee Flights from Milwaukee Oneworld

Delta has round-trip flights from Chicago (ORD) to Anchorage or Fairbanks (ANC, FAI) for $191-$202 with a connection. Flights October to December. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.

Carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

Click for more details and booking links Cheap Flights: Chicago to/from Anchorage or Fairbanks $191-$202 r/t [October-December] – Delta

Airfare Deals Anchorage Delta Flights from Chicago / Milwaukee SkyTeam

Airfare Deals Flights from Chicago / Milwaukee San Francisco Star Alliance United

Airfare Deals American Airlines Cozumel Flights from Chicago / Milwaukee Oneworld Star Alliance United

American Airlines and United have round-trip flights from Chicago (ORD) to Philadelphia (PHL) for $97, NONSTOP. Flights September to November. No Sunday departures. Very few weekends available. Origin/Destination reversible.

Carry-on bag is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

Click for more details and booking links Nonstop Flights: Chicago to/from Philadelphia $97 r/t [September-November] – American Airlines / United

Airfare Deals American Airlines Flights from Chicago / Milwaukee Oneworld Philadelphia