Category: From Chicago / Milwaukee

American Airlines has round-trip flights from Milwaukee (MKE) to Orlando or Tampa (MCO/TPA) for $94-$104 with a connection. Flights February, March, April, May, August, September, December, and January. Extended Weekends available. Origin/Destination reversible.

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.

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Read More Cheap Flights: Milwaukee to/from Orlando or Tampa $94-$104 r/t – American Airlines

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Air France and Air Canada have  round-trip flights from Chicago (ORD) to Lisbon (LIS) for $509-$525 with a connection. Flights April, May, June, September, October, November, and December.

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.

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

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Read More Cheap Flights: Chicago to Lisbon, Portugal $509-$525 r/t – Air France / Air Canada

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Delta has round-trip flights from Chicago (ORD) to San Juan (SJU) for $227 with a connection. Flights February to June. 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 Delta. 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.

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Read More Cheap Flights: Chicago to/from San Juan, Puerto Rico $227 r/t – Delta

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American Airlines has round-trip flights from Chicago (ORD) to Philadelphia (PHL) for $97-$105, NONSTOP. Flights June to August. No Monday departures. 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: Chicago to Philadelphia $97-$105 r/t – American Airlines

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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

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Icelandair has round-trip flights from Chicago (ORD) to Amsterdam (AMS) for $427 with a connection. Flights May to June. Departures on Monday, Tuesday, and Wednesday.

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: A Carry on bag (20-lbs @ 21.6 x 15.7 x 7.8 inches) and a personal item (15.7 x 11.8 x 5.9 inches) is allowed for free on Icelandair. You can avoid seat selection fees 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.

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Read More Cheap Flights: Chicago to Amsterdam $427 r/t – Icelandair

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ANA and United have round-trip flights from Chicago (ORD) to Bangkok (BKK) for $518-$530 with a connection. Flights February to March. No Weekends. Departures on Monday, Tuesday, Wednesday, and Thursday.

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.

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 Cheap Flights: Chicago to Bangkok $518-$530 r/t – ANA / United

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Alitalia has round-trip flights from Chicago (ORD) to Rome (FCO) for $328, NONSTOP. Flights August to September. Departures on Monday, Tuesday, Wednesday, and Sunday.

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Read More Nonstop Flights: Chicago to Rome $328 r/t – Alitalia

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Air France has round-trip flights from Chicago (ORD) to Paris (CDG) for $315, NONSTOP. Flights in May and September. Departures on Monday, Tuesday, Wednesday, and Sunday.

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.

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: Chicago to Paris $315 r/t – Air France

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Delta and JetBlue have round-trip flights from Chicago (ORD) to Boston (BOS) for $97-$106, NONSTOP. Flights February to September. Very few weekends available. Cheapest flights are in May.

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 Delta and JetBlue. 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: Chicago to/from Boston $97-$106 r/t – Delta / JetBlue

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