Category: Bookable Chicago

Southwest has round-trip flights from Chicago (MDW) to Houston, Dallas, Austin, or Minneapolis (HOU, DAL, AUS, MSP) for $88-$98, NONSTOP. $44-49 each-way. Flights between December and March. No Holidays. Origin/Destination reversible.

Note: You can save up to an additional $100 if you purchase your Flight+Hotel together as a package on Southwest Vacations and use the HOLIDAYDOM coupon code. Before you commit, always compare the prices of the individual Flights and Hotel with other hotel booking sites like Expedia or Tripadvisor.

Read More Nonstop Flights: Chicago to/from Houston, Dallas, Austin, Minneapolis $88-$98 r/t – Southwest

Airfare Deals Austin Bookable Chicago Bookable Deals Dallas From Chicago / Milwaukee Houston Minneapolis Southwest

United and SWISS have round-trip flights from Chicago (ORD) to Nairobi (NBO) for $575 with a connection. Flights March, April, May, September, and October. No Friday departures.

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Read More Cheap Flights: Chicago to Nairobi $575 r/t – United / SWISS

Airfare Deals Bookable Chicago Bookable Deals From Chicago / Milwaukee Nairobi Star Alliance Swiss United

United, Air Canada, Alitalia, SWISS and various other airlines have round-trip flights from Chicago (ORD) to Rome (FCO) for $331-$407, NONSTOP or with connections. Flights January, February, March, August, September, and October. No Saturday departures.

Note: Cheapest flights from August to October.

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Read More Nonstop Flights: Chicago to Rome $331-$407 r/t – United / Air Canada / Alitalia / SWISS

Air Canada Airfare Deals Alitalia Bookable Chicago Bookable Deals From Chicago / Milwaukee Rome SkyTeam Star Alliance Swiss United

United and Delta have round-trip flights from Milwaukee (MKE) to Vancouver (YVR) for $237-$265 with a connection. Flights January, February, and June. Extended Weekends available. Origin/Destination reversible.

Note: Carry-on bag is allowed for free on United and Delta.

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Read More Cheap Flights: Milwaukee to/from Vancouver $237-$265 r/t – United / Delta

Airfare Deals Bookable Chicago Bookable Deals Delta From Chicago / Milwaukee Star Alliance United Vancouver

American Airlines has round-trip flights from Chicago (ORD) to Honolulu (HNL) for $471-$488 with a connection. Flights January to February. Extended Weekends available. Origin/Destination reversible.

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

We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, our Webpage, and our E-mail list. If you are paying someone a subscription fee for our content, you are being ripped off.

Read More Cheap Flights: Chicago to/from Honolulu $471-$488 r/t – American

Airfare Deals American Airlines Bookable Chicago Bookable Deals From Chicago / Milwaukee Honolulu Oneworld

[11/26/2019 @ 05:25 PM CT] Post updated. Still available. Rolling dates forward.

American Airlines has round-trip flights from Chicago (ORD) to Los Angeles (LAX) for $113, NONSTOP. Flights in December, February, March, April, and May. Very few extended weekends available. Origin/Destination reversible.

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

Read More Nonstop Flights: Chicago to/from Los Angeles $113 r/t – American

American Airlines Bookable Chicago Bookable Deals Bookable LAX Chicago From Chicago / Milwaukee From Los Angeles Los Angeles Oneworld

SAS has round-trip flights from Chicago (ORD) to Europe (see full list in the full blog post) for $275-$410 with a connection.  Flights January to March.

Note: Carry on bag with a maximum weight of 18 lbs is allowed for free on SAS. You can avoid seat selection fees by accepting the randomly assigned seat at the gate.

Here’s a partial list of the destinations on sale.

$385 – Amsterdam
$385 – Athens (route has a long return connection)
$368 – Berlin
$275 – Dublin
$387 – Frankfurt
$378 – Geneva
$365 – Hamburg
$399 – Helsinki
$399 – Milan
$381 – Munich
$387 – Oslo
$387 – Paris
$405 – Rome
$398 – Stockholm
$387 – Zurich

Read More Cheap Flights: Chicago to Europe $275-$410 r/t – SAS

Airfare Deals Bookable Chicago Bookable Deals From Chicago / Milwaukee Geneva SAS

American Airlines has round-trip flights from Chicago (ORD) to Barcelona (BCN) for $329, NONSTOP. Flights in April and September. Departures on Monday, Tuesday, Wednesday, and Sunday. 7-day minimum stay required.

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

We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, our Webpage, and our E-mail list. If you are paying someone a subscription fee for our content, you are being ripped off.

Read More Nonstop Flights: Chicago to Barcelona $329 r/t – American

Airfare Deals American Airlines Barcelona Bookable Chicago Bookable Deals From Chicago / Milwaukee Oneworld

[11/22/2019 @ 01:54 PM CT] Still available. Flights in August, September, and October on Star Alliance remain. AA removed their fares. 

United, Air Canada, Iberia, SWISS and various other airlines have round-trip flights from Chicago (ORD) to Rome (FCO) for $314-$447, NONSTOP or with connections. Flights January, February, March, August, September and October. No Saturday departures.

Note: Cheapest flights are in August, September, and October.

We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, our Webpage, and our E-mail list. If you are paying someone a subscription fee for our content, you are being ripped off.

Read More Cheap Flights: Chicago to Rome $314-$447 r/t – United / Air Canada / Iberia / SWISS

Air Canada Airfare Deals Bookable Chicago Bookable Deals From Chicago / Milwaukee Iberia Rome Star Alliance Swiss United

United has round-trip flights from Chicago (ORD) to Beijing (PEK) for $435, NONSTOP. Flights November, December, January, February, March, April, August, and September.

We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, our Webpage, and our E-mail list. If you are paying someone a subscription fee for our content, you are being ripped off.

Read More Nonstop Flights: Chicago to Beijing $435 r/t – United

Airfare Deals Beijing Bookable Chicago Bookable Deals From Chicago / Milwaukee Star Alliance United