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

Free: Unfiltered daily Patreon recap for New York, Los Angeles + metro area, Chicago, Milwaukee, Seattle, Everett, and Portland – May 04, 2025 @ 02:38 PM CT
Published May 4, 2025 by

Free: Unfiltered daily Patreon recap for New York, Los Angeles + metro area, Chicago, Milwaukee, Seattle, Everett, and Portland – May 04, 2025 @ 02:38 PM CT

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This post is the unfiltered daily Patreon recap of New York, Los Angeles + metro area, Chicago, Milwaukee, Seattle, Everett, and Portland airfare as of May 04, 2025 @ 02:38 PM Central Time. There are currently (1252) fares that are below (or near) their 6-month moving average.

The (1252) fares found today are more than the 30-day average of (1167) per day. This means that deal availability is trending up.

The airfare count per region is as follows:

New York/Newark (291)
Los Angeles area (360)
Chicago/Milwaukee (219)
Seattle/Everett (195)
Portland (187)

Click for more details and booking links Free: Unfiltered daily Patreon recap for New York, Los Angeles + metro area, Chicago, Milwaukee, Seattle, Everett, and Portland – May 04, 2025 @ 02:38 PM CT

Airfare Deals Flights from Chicago / Milwaukee Flights from Los Angeles Flights from Milwaukee Flights from New York Flights from Portland Flights from Seattle

Cheap Flights: Milwaukee to/from Liberia, Costa Rica $313-$325 r/t [June] – United
Published April 22, 2025 by

Cheap Flights: Milwaukee to/from Liberia, Costa Rica $313-$325 r/t [June] – United

Airfare Deals Costa Rica Flights from Chicago / Milwaukee Flights from Milwaukee Liberia Star Alliance United

Cheap Flights: Milwaukee to/from San Juan, Puerto Rico $215 r/t [Aug-Nov, Jan-Feb] (No Thanksgiving) – United
Image Credits: Breezy Baldwin, Creative Commons 2.0
Published April 18, 2025 by

Cheap Flights: Milwaukee to/from San Juan, Puerto Rico $215 r/t [Aug-Nov, Jan-Feb] (No Thanksgiving) – United

Airfare Deals Flights from Chicago / Milwaukee Flights from Milwaukee Puerto Rico San Juan Star Alliance United

Cheap Flights: Milwaukee to Tokyo $777-$797 r/t [August-January] – United / American Airlines / Delta
Published March 20, 2025 by

Cheap Flights: Milwaukee to Tokyo $777-$797 r/t [August-January] – United / American Airlines / Delta

Airfare Deals American Airlines Delta Flights from Chicago / Milwaukee Flights from Milwaukee Oneworld SkyTeam Star Alliance Tokyo United

Cheap Flights: Milwaukee to/from Liberia, Costa Rica $379 r/t [April-May] (Limited date selection) – United
Published March 20, 2025 by

Cheap Flights: Milwaukee to/from Liberia, Costa Rica $379 r/t [April-May] (Limited date selection) – United

Airfare Deals Costa Rica Flights from Chicago / Milwaukee Flights from Milwaukee Liberia Star Alliance United

jetBlue points sale: points redemption of 1.9k to 7.4k + tax/fees each-way – Sale ends today 3/12/25.
Published March 12, 2025 by

jetBlue points sale: points redemption of 1.9k to 7.4k + tax/fees each-way – Sale ends today 3/12/25.

jetBlue is having a points sale.

We’re seeing a few stand out examples like:

JFK-Nashville 1900 points + $5.60 tax/fees each-way
ORD-New York 3700 points + $5.60 tax/fees each-way
LAX-Boston 6600 points + $5.60 tax/fees each-way
SEA-Boston or New York 7100 points + $5.60 tax/fees each-way
PDX-Boston 5200 points + $5.60 tax/fees each-way
PHX-New York 7100 points + $5.60 tax/fees each-way
ATL-Boston 4000 points + $5.60 tax/fees each-way
DEN-Boston 5200 + $5.60 tax/fees each-way
+ more depending on if jetBlue has flights to/from your airport.

Sale ends today 3/12/25.

Click for more details and booking links jetBlue points sale: points redemption of 1.9k to 7.4k + tax/fees each-way – Sale ends today 3/12/25.

Airfare Deals Flights from Atlanta Flights from Chicago / Milwaukee Flights from Denver Flights from Los Angeles Flights from Milwaukee Flights from New York Flights from Phoenix Flights from Portland Flights from Seattle Miles and Points

Cheap Flights: Milwaukee to/from San Juan, Puerto Rico $215 r/t [April-May] – United
Image Credits: Breezy Baldwin, Creative Commons 2.0
Published February 27, 2025 by

Cheap Flights: Milwaukee to/from San Juan, Puerto Rico $215 r/t [April-May] – United

Airfare Deals Flights from Chicago / Milwaukee Flights from Milwaukee Puerto Rico San Juan Star Alliance United

Nonstop Flights: Milwaukee to/from Dallas, Boston, or Denver $149-$169 r/t [March-May] (Tue, Wed, Sat) – American Airlines / jetBlue / United
Image Credits: Raging Wire, Creative Commons 2.0 (flickr)
Published February 26, 2025 by

Nonstop Flights: Milwaukee to/from Dallas, Boston, or Denver $149-$169 r/t [March-May] (Tue, Wed, Sat) – American Airlines / jetBlue / United

American Airlines, jetBlue, and United have round-trip flights from Milwaukee (MKE) to Dallas, Boston, or Denver (DFW, BOS, DEN) for $149-$169, NONSTOP. Flights March to May. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible.

A Carry-on bag and also a personal item 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: Milwaukee to/from Dallas, Boston, or Denver $149-$169 r/t [March-May] (Tue, Wed, Sat) – American Airlines / jetBlue / United

Airfare Deals American Airlines Dallas Flights from Chicago / Milwaukee Flights from Milwaukee Oneworld

Domestic Airfare Sale: to/from various domestic destinations $57-$179 r/t (see list on website) [most dates Mar-May] – Southwest / United / Delta / American / Alaska Airlines
Published February 25, 2025 by

Domestic Airfare Sale: to/from various domestic destinations $57-$179 r/t (see list on website) [most dates Mar-May] – Southwest / United / Delta / American / Alaska Airlines

Most domestic carriers have round-trip flights to/from various destinations in the USA at a discount today for $57-$179, NONSTOP or with a connection. Dates vary, use the linked calendar. Flights are mostly on Tuesdays, Wednesdays, and Saturdays. Origin/Destination reversible.

This list intentionally excludes fares on LCC Breeze/Allegiant/Frontier/Spirit.
There are other destinations available that are priced higher than this range and those may be worthwhile for some of the small remote airports that have stops and don’t usually go on sale. They aren’t part of this list since we’re focusing on the cheapest routes.

Click for more details and booking links Domestic Airfare Sale: to/from various domestic destinations $57-$179 r/t (see list on website) [most dates Mar-May] – Southwest / United / Delta / American / Alaska Airlines

Airfare Deals Alaska Airlines Delta Flights from Atlanta Flights from Chicago / Milwaukee Flights from Denver Flights from Los Angeles Flights from Milwaukee Flights from Portland Flights from Seattle San Francisco SkyTeam Star Alliance United

EXPIRED: Capital One Venture Rewards Credit Card: – Bonus offer increased – $250 Capital One Travel credit and 75,000 miles after $4,000 in purchases within the first 3 months of card membership. This elevated offer is ending on 5/12/2025
Published February 21, 2025 by

EXPIRED: Capital One Venture Rewards Credit Card: – Bonus offer increased – $250 Capital One Travel credit and 75,000 miles after $4,000 in purchases within the first 3 months of card membership. This elevated offer is ending on 5/12/2025

THIS DEAL HAS EXPIRED.

There is a new offer for the Capital One Venture Rewards Credit Card and it’s the best we’ve seen historically. Now earn 75,000 Miles and a one-time $250 Capital One Travel credit to use in your first cardholder year once you spend $4,000 on purchases within the first 3 months of account opening. We see this being worth about $1,000 in travel, which is better than the previous offer which didn’t have this $250 travel credit.

Visit our sister publication: Escape Houston to learn more.

Click for more details and booking links EXPIRED: Capital One Venture Rewards Credit Card: – Bonus offer increased – $250 Capital One Travel credit and 75,000 miles after $4,000 in purchases within the first 3 months of card membership. This elevated offer is ending on 5/12/2025

Airline Budget Travel Flights from Atlanta Flights from Chicago / Milwaukee Flights from Denver Flights from Los Angeles Flights from Milwaukee Flights from New York Flights from Phoenix Flights from Portland Flights from Seattle Miles and Points

DEAL EXPIRED: Southwest Rapid Rewards® Credit Cards: Earn a companion-pass that expires next year and 30,000 points after you spend $4,000 on purchases in the first 3 months from account opening!
Published February 11, 2025 by

DEAL EXPIRED: Southwest Rapid Rewards® Credit Cards: Earn a companion-pass that expires next year and 30,000 points after you spend $4,000 on purchases in the first 3 months from account opening!

Chase has recently changed the sign-up bonus for the Southwest Rapid Rewards® Plus Credit Card and the Southwest Rapid Rewards® Priority Credit Card. You can now earn a companion-pass that is good until February 28, 2026 and also gain 30,000 Rapid Rewards points after you spend $4,000 on purchases in the first 3 months of being approved for one of these cards.

(link to sister publication: Escape Houston)

Click for more details and booking links DEAL EXPIRED: Southwest Rapid Rewards® Credit Cards: Earn a companion-pass that expires next year and 30,000 points after you spend $4,000 on purchases in the first 3 months from account opening!

Administrative Airfare Deals Flights from Atlanta Flights from Chicago / Milwaukee Flights from Denver Flights from Los Angeles Flights from Milwaukee Flights from New York Flights from Phoenix Flights from Portland Flights from Seattle Miles and Points

Cheap Flights: Milwaukee to Salt Lake City $191 r/t [Mar-May, Jul, Aug-Oct] (Tue, Wed, Sat) – American Airlines
Image Credits: Thomas Hawk, Creative Commons 2.0 (flickr)
Published February 7, 2025 by

Cheap Flights: Milwaukee to Salt Lake City $191 r/t [Mar-May, Jul, Aug-Oct] (Tue, Wed, Sat) – American Airlines

Airfare Deals American Airlines Flights from Chicago / Milwaukee Flights from Milwaukee Oneworld Salt Lake City

Cheap Flights: Milwaukee to Seoul $809 r/t [February-March] – American Airlines
Published February 2, 2025 by

Cheap Flights: Milwaukee to Seoul $809 r/t [February-March] – American Airlines

American Airlines has round-trip flights from Milwaukee (MKE) to Seoul (ICN) for $809 with a connection. Flights February to March. Departures on Monday, Tuesday, Wednesday, Thursday, and Sunday. No Fridays or Saturdays. Very few extended weekends available.

A Carry-on bag and also a personal item 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 Cheap Flights: Milwaukee to Seoul $809 r/t [February-March] – American Airlines

Airfare Deals American Airlines Flights from Chicago / Milwaukee Flights from Milwaukee Oneworld Seoul

Cheap Flights: Milwaukee to Kailua-Kona, Hawaii $364-$407 r/t [Jan-Mar, May, Aug-Nov] (No Thanksgiving) – Hawaiian / Alaska Airlines
Image Credits: Steve Dunleavy, Creative Commons 2.0 (flickr)
Published January 15, 2025 by

Cheap Flights: Milwaukee to Kailua-Kona, Hawaii $364-$407 r/t [Jan-Mar, May, Aug-Nov] (No Thanksgiving) – Hawaiian / Alaska Airlines

Hawaiian and Alaska Airlines have round-trip flights from Milwaukee (MKE) to Kailua (KOA) for $381-$407 with a connection. Flights January, February, March, May, August, September, October, and November. No Saturday departures. Very few extended weekends available. No Thanksgiving dates.

Some small OTAs on Skyscanner have this for as low as $364 which is cheaper than the airline. 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.

Click for more details and booking links Cheap Flights: Milwaukee to Kailua-Kona, Hawaii $364-$407 r/t [Jan-Mar, May, Aug-Nov] (No Thanksgiving) – Hawaiian / Alaska Airlines

Airfare Deals Flights from Chicago / Milwaukee Flights from Milwaukee Hawaiian Kailua

Cheap Flights: Milwaukee to Tokyo $680-$729 r/t [Jan-Apr, Jul-Nov] (No Thanksgiving) – United
Published January 9, 2025 by

Cheap Flights: Milwaukee to Tokyo $680-$729 r/t [Jan-Apr, Jul-Nov] (No Thanksgiving) – United

Airfare Deals Flights from Chicago / Milwaukee Flights from Milwaukee Star Alliance Tokyo United

Cheap Flights: Milwaukee to Tokyo $714-$726 r/t [Jan-Apr, Aug-Nov] (No Thanksgiving) – Delta
Published January 7, 2025 by

Cheap Flights: Milwaukee to Tokyo $714-$726 r/t [Jan-Apr, Aug-Nov] (No Thanksgiving) – Delta

Airfare Deals Delta Flights from Chicago / Milwaukee Flights from Milwaukee SkyTeam Tokyo

DEAL EXPIRED: Southwest Rapid Rewards® Credit Cards: $400 statement credit and 40,000 Southwest Rapid Rewards after you spend $3,000 on purchases in the first 4 months from account opening.
Published November 12, 2024 by

DEAL EXPIRED: Southwest Rapid Rewards® Credit Cards: $400 statement credit and 40,000 Southwest Rapid Rewards after you spend $3,000 on purchases in the first 4 months from account opening.

Chase has increased the sign-up bonus for the Southwest Rapid Rewards® Plus Credit Card and the Southwest Rapid Rewards® Priority Credit Card to 85,000 points. Bonus will post to your account after you spend $3,000 on purchases in the first 3 months from account opening.

Our notes: This is the highest point offering we’ve seen for this card. Previous high was 75,000 last December. As for other offers, it seems that every February there is an offer that includes a companion pass + about 30,000 points. The companion pass offer may be better than this one, depending on how much you’re able to use it.

Click for more details and booking links DEAL EXPIRED: Southwest Rapid Rewards® Credit Cards: $400 statement credit and 40,000 Southwest Rapid Rewards after you spend $3,000 on purchases in the first 4 months from account opening.

Administrative Airfare Deals Flights from Atlanta Flights from Chicago / Milwaukee Flights from Denver Flights from Los Angeles Flights from Milwaukee Flights from New York Flights from Phoenix Flights from Portland Flights from Seattle Miles and Points

Cheap Flights: Milwaukee to Tokyo $801 r/t [Nov-Apr, Aug-Sep] (No Christmas / Thanksgiving) – United
Published November 6, 2024 by

Cheap Flights: Milwaukee to Tokyo $801 r/t [Nov-Apr, Aug-Sep] (No Christmas / Thanksgiving) – United

Airfare Deals Flights from Chicago / Milwaukee Flights from Milwaukee Star Alliance Tokyo United

(Deal Expired) Chase Sapphire Preferred® Card: Get up to $300 in statement credits on Chase Travel℠ purchases within your first year and also earn 60,000 bonus points after $4,000 in purchases within the first 3 months of card membership
Published October 15, 2024 by

(Deal Expired) Chase Sapphire Preferred® Card: Get up to $300 in statement credits on Chase Travel℠ purchases within your first year and also earn 60,000 bonus points after $4,000 in purchases within the first 3 months of card membership

If you have been looking to get a Chase Sapphire Card, now may be a good time to pick one up due to an additional statement credit bonus for new card members. Get up to $300 in statement credit on Chase Travel℠ purchases within your first year and also earn 60,000 bonus points after $4,000 in purchases within the first 3 months of card membership. The offer that was previously running did not include any statement credit bonus.

When compared to previous offers such as the May 2023 offer of 80,000 points or the May 2024 offer of 75,000 points this new October 2024 offer is a good value. Hypothetically, if you were to convert $300 to points at a penny per point, you would end up with 30,000 + the 60,000 sign-up offer.

You may be able to get a higher point offer by applying in-person at a local Chase branch office in person. There is a 70,000 + $300 offer available in branch only, but the spending requirements are higher, $6,000 in 6 months.

Click for more details and booking links (Deal Expired) Chase Sapphire Preferred® Card: Get up to $300 in statement credits on Chase Travel℠ purchases within your first year and also earn 60,000 bonus points after $4,000 in purchases within the first 3 months of card membership

Administrative Airfare Deals Flights from Atlanta Flights from Chicago / Milwaukee Flights from Denver Flights from Los Angeles Flights from Milwaukee Flights from New York Flights from Phoenix Flights from Portland Flights from Seattle Miles and Points

Domestic Airfare Sale: Denver, Atlanta, Los Angeles or Chicago to/from various domestic destinations $97-$159 r/t (see list on website) [most dates Oct-Jan] – Southwest / United / Delta / American / Alaska Airlines
Published October 1, 2024 by

Domestic Airfare Sale: Denver, Atlanta, Los Angeles or Chicago to/from various domestic destinations $97-$159 r/t (see list on website) [most dates Oct-Jan] – Southwest / United / Delta / American / Alaska Airlines

Most domestic carriers have round-trip flights to/from various destinations in the USA at a discount today for $107-$159, NONSTOP or with a connection. Dates vary, use the linked calendar. American and Southwest are mostly on Tuesdays, Wednesdays, and Saturdays. United has better weekend availability. Origin/Destination reversible.

This list intentionally excludes fares on LCC Breeze/Allegiant/Frontier/Spirit.
There are other destinations available that are priced higher than this range and those may be worthwhile for some of the small remote airports that have stops and don’t usually go on sale. They aren’t part of this list since we’re focusing on the cheapest routes.

When these type of “wide” sales happen, they are often matched by other airlines eventually.

If you like this style of report, it’s a subset of daily Patreon recap [link]. That recap is the unfiltered list of every fare that was priced below the 6-month moving average.

Click for more details and booking links Domestic Airfare Sale: Denver, Atlanta, Los Angeles or Chicago to/from various domestic destinations $97-$159 r/t (see list on website) [most dates Oct-Jan] – Southwest / United / Delta / American / Alaska Airlines

Airfare Deals Alaska Airlines Delta Flights from Atlanta Flights from Chicago / Milwaukee Flights from Denver Flights from Los Angeles Flights from Milwaukee San Francisco SkyTeam Star Alliance United