Category: Chicago

Delta and American Airlines has round-trip flights from New York (LGA) to Chicago (ORD) for $123, NONSTOP. Flights February to August. Very few weekends available.

You can also save an additional 16% off your Hotel or up to $150 for Flight+Hotel packages on CheapTickets by using the “WANDERLUST” or “ADVENTURE150” coupon codes at checkout (before finalizing your booking). Be sure to check our coupon code page for a list of other coupons that are available.

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.

Want a notification sent straight to your phone when any new deals are found? Join our Telegram channel and never miss another deal.

We don’t charge a subscription fee. All of our deal notifications are available for FREE via Instagram, Facebook, Twitter, Telegram, 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: New York to/from Chicago $123 r/t – American Airlines / Delta

Airfare Deals American Airlines Bookable Chicago Bookable Deals Bookable NYC Chicago From Chicago / Milwaukee From New York New York Oneworld

Delta and American have round-trip flights from Seattle (SEA) to Chicago (ORD) for $153, NONSTOP. Flights April to May. Departures on Tuesday, Wednesday, and Saturday. Very few extended weekends available.

Note: Carry-on bag is allowed for free on Delta. 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: Seattle to/from Chicago $153 r/t – Delta / American

Airfare Deals Bookable Chicago Bookable Deals Bookable Seattle / Portland Chicago Delta From Chicago / Milwaukee From Seattle / Portland SkyTeam

Southwest has round-trip flights from Seattle (SEA) to Chicago (MDW) for $146, NONSTOP. $73 each-way. Flights January to the end of February. Weekends available. 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 Hotels.com or Tripadvisor.

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 probably being ripped off.

Read More Nonstop Flights: Seattle to/from Chicago $146 r/t – Southwest

Airfare Deals Bookable Chicago Bookable Deals Bookable Seattle / Portland Chicago From Chicago / Milwaukee From Seattle / Portland Southwest

[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

Delta has round-trip flights from Seattle (SEA) to Chicago (ORD) for $157-$165, NONSTOP. Flights December to March. Extended Weekends available. No Holidays. Origin/Destination reversible.

Note: Carry-on bag is allowed for free on Delta. 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: Seattle to/from Chicago $157-$165 r/t – Delta

Airfare Deals Bookable Chicago Bookable Deals Bookable Seattle / Portland Chicago Delta From Chicago / Milwaukee From Seattle / Portland Seattle SkyTeam

American Airlines has round-trip flights from Portland (PDX) to Chicago (ORD) for $217-$228, NONSTOP. Flights January to February. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. 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 Nonstop Flights: Portland to/from Chicago $217-$228 r/t – American

Airfare Deals American Airlines Bookable Chicago Bookable Deals Chicago From Chicago / Milwaukee From Seattle / Portland Portland

Airfare Deals Alaska Airlines American Airlines Chicago Delta From Chicago / Milwaukee From Seattle / Portland Oneworld Seattle SkyTeam

[09/01/2019 @ 03:34 PM CT] Post updated. Still available. Fewer dates now.

American Airlines has round-trip flights from Chicago (ORD) to Los Angeles (LAX) for $113, NONSTOP. Flights January to March. A 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 Chicago From Chicago / Milwaukee From Los Angeles Los Angeles Oneworld

American Airlines has round-trip flights from Chicago (ORD) to Los Angeles (LAX) for $113, NONSTOP. Flights January to February. A 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 Chicago From Chicago / Milwaukee From Los Angeles Los Angeles Oneworld

[05/23/2019 @ 5:09 PM] Still available.

American Airlines and Delta have round-trip flights from Chicago (ORD) to New York (LGA/JFK) for $133, NONSTOP. Flights July to March. Departures on Tuesday, Wednesday, and Saturday. Origin/Destination reversible.

Note: New Years Eve is available.

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

Read More Nonstop Flights: Chicago to/from New York $133 r/t – American / Delta

Airfare Deals American Airlines Chicago Delta From Chicago / Milwaukee From New York New York Oneworld SkyTeam