Category: From Chicago / Milwaukee

[05/29/2020 @ 6:09 PM CT] Fare gone. Removing from deal list.

Due to the covid-19 pandemic, we do not recommend booking departures before August. This fare has departures later in the year.

United, SWISS, and Lufthansa have round-trip flights from Chicago (ORD) to New Delhi or Mumbai (DEL/BOM) for $411-$442 with a connection. Flights July, August, September, October, November, January, February, March, and April. Extended Weekends available.

Lufthansa “Light Fares” allow for 1 carry-on bag with a maximum weight restriction of 18-lbs. This will probably not be enough weight for those of you who wish to do a carry-on only trip. You can avoid seat selection fees by accepting the randomly assigned seat at the gate.

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Click for more details and booking links Cheap Flights: Chicago to New Delhi or Mumbai $411-$442 r/t [August-April.2021] – United / SWISS / Lufthansa

Airfare Deals Bookable Chicago Bookable Deals From Chicago / Milwaukee Lufthansa New Delhi Star Alliance Swiss United

Due to the covid-19 pandemic, we do not recommend booking travel with departures between Now and June. This fare has departures later in the year.

American Airlines has round-trip flights from Chicago (ORD) to Austin, New Orleans, Baltimore, Houston, Denver (AUS, MSY, BWI, IAH, DEN) for $75-$104, NONSTOP. Flights July to December. Weekends available. Origin/Destination reversible.

Change fees are waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

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Click for more details and booking links Nonstop Flights: Chicago to/from Austin, New Orleans, Baltimore, Houston, Denver $75-$104 r/t [July-December] – American Airlines

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

Due to the covid-19 pandemic, we do not recommend booking travel with departures between May and June. This fare has departures later in the year.

American Airlines has round-trip flights from Chicago (ORD) to New York (LGA) for $75-$81, NONSTOP. Flights July to December. Weekends available. Origin/Destination reversible.

Change fees are waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

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Click for more details and booking links Nonstop Flights: Chicago to/from New York $75-$81 r/t [July-December] – American Airlines

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

[05/28/2020 @ 12:43 PM CT] Fare gone. Removing from deal list.

Due to the covid-19 pandemic, we do not recommend booking travel with departures between Now and August. This fare has departures later in the year.

Korean Air has round-trip flights from Chicago (ORD) to Bangkok or Chiang Mai (BKK/CNX) for $486 with a connection. Flights in November. No Weekends. Departures on Monday, Tuesday, Wednesday, and Thursday. Extended Weekends available.

Flight may operate as a Delta code-share.

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Click for more details and booking links Cheap Flights: Chicago to Bangkok or Chiang Mai $486 r/t [November] – Korean Air / Delta

Airfare Deals Bangkok From Chicago / Milwaukee Korean Air SkyTeam

Due to the covid-19 pandemic, we do not recommend booking travel with departures between May and August. This fare has departures later in the year.

Tap Air Portugal has round-trip flights from Chicago (ORD) to Amsterdam (AMS) for $378 with a connection. Flights October to March. Extended Weekends available. Origin/Destination reversible.

Note: Some small OTAs on Google Flights have this for $362. If you plan on booking there, beware of any site that charges a fee to cancel a ticket within the 24-hour “free” period. Use unknown booking sites at your own risk.

Carry on bag with a maximum weight of 17.6 lbs is allowed for free on TAP. You can avoid seat selection fees by accepting the randomly assigned seat at the gate.

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Click for more details and booking links Cheap Flights: Chicago to/from Amsterdam $362-$378 [October-March.2021] r/t – Tap Air Portugal

Airfare Deals Amsterdam Bookable Chicago Bookable Deals From Chicago / Milwaukee TAP Air Portugal

[05/26/2020 @ 11:38 AM CT] Price dropped to $288. Was $359.

Due to the covid-19 pandemic, we do not recommend booking travel with departures between May and June. This fare has departures later in the year.

JetBlue has round-trip flights from Chicago (ORD) to Port of Spain (POS) for $288-$379 with a connection. Flights in September and November. Very few extended weekends available. Origin/Destination reversible.

Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

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Click for more details and booking links Cheap Flights: Chicago to/from Port of Spain, Trinidad $288-$379 r/t [September-November] – JetBlue

Airfare Deals Bookable Chicago Bookable Deals From Chicago / Milwaukee JetBlue Port of Spain

Today’s recap is available to the public for free.

This is a list of the 729 fares that are below (or near) their lowest 9-month moving average.

134 departing Seattle/Everett
82 departing Portland
133 departing New York/Newark
190 departing Los Angeles + metro area
190 departing Chicago/Milwaukee

If you’re interested in these types of recaps and our analytical content, consider supporting our work on Patreon.

https://www.patreon.com/posts/37336196

Click for more details and booking links Unfiltered daily Patreon recap for New York, Los Angeles + metro area, Chicago, Milwaukee, Seattle, Everett, and Portland – May 21, 2020

Airfare Deals Bookable Chicago Bookable Deals Bookable LAX Bookable NYC Bookable Seattle / Portland From Chicago / Milwaukee From Los Angeles From New York From Seattle / Portland

Due to the covid-19 pandemic, we do not recommend booking travel with departures between May and June. This fare has departures later in the year.

United has round-trip flights from Chicago (ORD) to Fairbanks (FAI) for $295, NONSTOP. Flights August to September. No Weekends. Departures on Monday, Tuesday, Wednesday, and Thursday. Extended Weekends available.

Priceline has “Express Deals” on some of these dates for $267. With “Express Deals” the airline and exact flight are hidden until after purchase and those purchases are final. There is no 24-hour free cancellation for “Express Deals”. The flight is guaranteed to be on a major airline. Be sure to select the deal with 0 to 1 stops and a layover less than 3-hours.

United is waiving change fees, but their “Basic Economy” fares do not include a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding. If you have the United MileagePlus credit-card, use the “free checked bag” perk.

The personal item size on United flights is smaller (9-in/10-in/17-in) than Frontier or Spirit (8-in/14-in/18-in).

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Our Patreon supporters receive a daily recap of all fares in Chicago and Milwaukee that are near or below their 9-month moving averages. There were 203 fares in the latest report. If you’re interested in our analytical data, consider supporting our work on Patreon.

We don’t charge a subscription fee. 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 this content, you are being ripped off.

Click for more details and booking links Nonstop Flights: Chicago to Fairbanks, Alaska $295 r/t [August-September] – United

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

Due to the covid-19 pandemic, we do not recommend booking travel with departures between May and June. This fare has departures later in the year.

American Airlines and Delta have round-trip flights from Milwaukee (MKE) to Myrtle Beach, Hilton Head Island, or Destin (MYR, HHH, YPS) for $163-$174 with a connection. Flights July to November. Extended Weekends available.

Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

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Patreon supporters receive a recap of all the airfare deals currently available everyday.

We don’t charge a subscription fee. 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 this content, you are being ripped off.

Click for more details and booking links Cheap Flights: Milwaukee to Myrtle Beach, Hilton Head Island, or Destin $163-$174 r/t [July-November] – American Airlines / Delta

Airfare Deals American Airlines Bookable Chicago Bookable Deals Delta From Chicago / Milwaukee Myrtle Beach Oneworld SkyTeam

Image Credits: Evangelio Gonzalez

Due to the covid-19 pandemic, we do not recommend booking travel with departures between May and June. This fare has departures later in the year.

American Airlines and Delta have round-trip flights from Milwaukee (MKE) to Key West (EYW) for $201-$204 with a connection. Flights July to October. Weekends available. Origin/Destination reversible.

Change fees are being waived and carry-on bag is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

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Patreon supporters receive a recap of all the airfare deals currently available from Chicago and Milwaukee everyday.

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Click for more details and booking links Cheap Flights: Milwaukee to/from Key West $201-$204 r/t [July-October] – American Airlines / Delta

Airfare Deals American Airlines Bookable Chicago Bookable Deals Delta From Chicago / Milwaukee Key West Oneworld SkyTeam