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chi.escape.flights
Escape Flights - Chicago/Milwaukee
@chi.escape.flights
91 followers 7 following 300 posts
Escape Flights is a blog about airfare deals that are departing out of Chicago/Milwaukee.

Want a notification when flights from ORD, MDW, or MKE go on sale? Give us a follow!

Link: https://escape.flights/flights-from-chicago/
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Cheap Flights: Chicago to/from Honolulu $318-$379 round-trip [January-March] (Use code: THANKYOU20) - Hawaiian / Alaska Airlines

escape.flights?p=64005

#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to/from Honolulu $318-$379 round-trip [January-March] (Use code: THANKYOU20) – Hawaiian / Alaska Airlines
Hawaiian and Alaska Airlines have code-share round-trip flights from Chicago (ORD) to Honolulu (HNL) for $318-$379 with a connection. Flights January to March. No weekend departures. Origin/Destinatio...
escape.flights
December 31, 2025 at 4:20 PM
chi.escape.flights
Cheap Flights: Chicago to/from Maui-Kahului, Hawaii $320-$392 round-trip [February-March] (Use code: THANKYOU20)- Hawaiian / Alaska Airlines

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to/from Maui-Kahului, Hawaii $320-$392 round-trip [February-March] (Use code: THANKYOU20)- Hawaiian / Alaska Airlines
Hawaiian and Alaska Airlines have code-share round-trip flights from Chicago (ORD) to Maui-Kahului, Hawaii (OGG) for $320-$392 with a connection. Flights February to March. No weekend departures. Orig...
escape.flights
December 31, 2025 at 4:40 AM
chi.escape.flights
Nonstop Flights: Chicago to/from San Juan, Puerto Rico $216 round-trip [January-March] - United / American Airlines

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#Airfare #Flights #Travel #EscapeFlights #chicago
Nonstop Flights: Chicago to/from San Juan, Puerto Rico $216 round-trip [January-March] – United / American Airlines
United and American Airlines have round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $216, NONSTOP. Flights January to March. Departures on Monday, Tuesday, Wednesday, and Sunday...
escape.flights
December 29, 2025 at 7:33 PM
chi.escape.flights
Nonstop Flights: Chicago to/from Boston or New York $97-$127 round-trip [January-February] - JetBlue / United

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Nonstop Flights: Chicago to/from Boston or New York $97-$127 round-trip [January-February] – JetBlue / United
JetBlue has round-trip flights from Chicago (ORD) to Boston or New York (BOS, JFK) for $97-$127, NONSTOP. Flights January to February. A few weekends available. Origin/Destination reversible.
escape.flights
December 26, 2025 at 9:27 PM
chi.escape.flights
Cheap Flights: Chicago to Amsterdam or Manchester $440-$523 round-trip [January-March] - Icelandair / Skyscanner

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to Amsterdam or Manchester $440-$523 round-trip [January-March] – Icelandair / Skyscanner
Icelandair has round-trip flights from Chicago (ORD) to Amsterdam or Manchester (AMS, MAN) for $440-$523 with a connection. Flights January to March. Some small OTAs on Skyscanner have this for…
escape.flights
December 23, 2025 at 6:05 PM
chi.escape.flights
Nonstop Flights: Chicago to/from Honolulu, Hawaii $362-$379 round-trip [January-March] - American Airlines

escape.flights?p=63858

#Airfare #Flights #Travel #EscapeFlights #Chicago
Nonstop Flights: Chicago to/from Honolulu, Hawaii $362-$379 round-trip [January-March] – American Airlines
American Airlines has round-trip flights from Chicago (ORD) to Honolulu (HNL) for $362-$379, NONSTOP. Flights January to March. Departures on Monday, Tuesday, Thursday, and Sunday. Origin/Destination ...
escape.flights
December 18, 2025 at 10:31 PM
chi.escape.flights
Nonstop Flights: Chicago to/from Punta Cana, Dominican Republic $216-$238 round-trip [January-May] - Arajet

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Nonstop Flights: Chicago to/from Punta Cana, Dominican Republic $216-$238 round-trip [January-May] – Arajet
Arajet has round-trip flights from Chicago (ORD) to Punta Cana, Dominican Republic (PUJ) for $216-$238, NONSTOP. Flights January to May. Departures on Monday, Wednesday, and Saturday. Origin/Destinati...
escape.flights
December 18, 2025 at 6:00 PM
chi.escape.flights
Cheap Flights: Chicago to/from Belize City $366 round-trip [December-March] (No Christmas) - American Airlines

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to/from Belize City $366 round-trip [December-March] (No Christmas) – American Airlines
American Airlines has round-trip flights from Chicago (ORD) to Belize City (BZE) for $366 with a connection. Flights December to March. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/Des...
escape.flights
December 9, 2025 at 8:24 PM
chi.escape.flights
Nonstop Flights: Chicago to San Jose, Costa Rica $343 round-trip [December-February] (No Christmas) - American Airlines

escape.flights?p=63671

#Airfare #Flights #Travel #EscapeFlights #Chicago
Nonstop Flights: Chicago to San Jose, Costa Rica $343 round-trip [December-February] (No Christmas) – American Airlines
American Airlines has round-trip flights from Chicago (ORD) to San Jose, Costa Rica (SJO) for $343, NONSTOP. Flights December to February. Departures on Monday, Tuesday, Wednesday, and Sunday. No Chri...
escape.flights
December 6, 2025 at 5:48 PM
chi.escape.flights
Nonstop Flights: Chicago to Vail, Colorado $211-$237 round-trip [January-February] - United

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Nonstop Flights: Chicago to Vail, Colorado $211-$237 round-trip [January-February] – United
United has round-trip flights from Chicago (ORD) to Vail, Colorado (EGE) for $211-$237, NONSTOP. Flights January to February. Very few weekends available.
escape.flights
December 4, 2025 at 5:32 PM
chi.escape.flights
Nonstop Flights: Chicago to/from New York $91-$97 r/t [January-March] - United / American Airlines / JetBlue

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Nonstop Flights: Chicago to/from New York $91-$97 r/t [January-March] – United / American Airlines / JetBlue
United, American Airlines, and JetBlue have competing round-trip fare sales from Chicago (ORD) to New York (LGA/JFK) priced at $91-$97, NONSTOP. Flights January to March. Departures on Monday, Tuesday...
escape.flights
December 2, 2025 at 8:38 PM
chi.escape.flights
Cheap Flights: Chicago to/from Kailua-Kona, Hawaii $282-$319 r/t [January-May] - Southwest

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to/from Kailua-Kona, Hawaii $282-$319 r/t [January-May] – Southwest
Southwest has round-trip flights from Chicago (MDW) to Kailua-Kona, Hawaii (KOA) for $282-$319 with a connection. Flights January to May. Departures on Monday, Tuesday, Wednesday, and Sunday. Origin/D...
escape.flights
December 2, 2025 at 4:45 PM
chi.escape.flights
Cheap Flights: Chicago to/from Honolulu $284-$295 r/t [January-February] (Has a 5-hour connection in LAX) - United

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to/from Honolulu $284-$295 r/t [January-February] (Has a 5-hour connection in LAX) – United
United has round-trip flights from Chicago (ORD) to Honolulu (HNL) for $284-$295 with a connection. Flights January to February. Departures on Tuesday and Wednesday. Origin/Destination reversible. Dow...
escape.flights
December 1, 2025 at 11:25 PM
Reposted by Escape Flights - Chicago/Milwaukee
sea.escape.flights
Domestic Airfare Sale: to/from various destinations in the USA $63-$199 r/t (New York, Chicago, Seattle, Portland, Denver Phoenix, Atlanta, Las Vegas, Los Angeles, Miami, + more) [mostly Jan-Feb] – Southwest / United / American / Delta

Big domestic sale.

escape.flights?p=63523
Domestic Airfare Sale: to/from various destinations in the USA $63-$199 r/t (New York, Los Angeles, Seattle, Miami, + more) [mostly Jan-Feb] – Southwest / United / American / Delta
Most major domestic airlines have posted a lot of discounted round-trip flights to various destinations in the USA at a discount today for $63-$199, Nonstop or with a connection. Dates…
escape.flights
December 1, 2025 at 4:48 PM
chi.escape.flights
Nonstop Flights: Chicago to Istanbul, Turkey $650-$699 r/t [January-April] - Turkish Airlines / Skyscanner

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#Chicago
Nonstop Flights: Chicago to Istanbul, Turkey $650-$699 r/t [January-April] – Turkish Airlines / Skyscanner
Turkish Airlines via Skyscanner has round-trip flights from Chicago (ORD) to Istanbul (IST) for $650-$699, NONSTOP. Flights January to April.
escape.flights
November 27, 2025 at 7:16 PM
chi.escape.flights
Nonstop Flights: Chicago to Dublin or Rome $419-$441 r/t [Dec-Mar, Aug-Sep / Dec, Feb-Mar, Aug] (No Christmas) - United / Aer Lingus

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#Chicago
Nonstop Flights: Chicago to Dublin or Rome $419-$441 r/t [Dec-Mar, Aug-Sep / Dec, Feb-Mar, Aug] (No Christmas) – United / Aer Lingus
United and Aer Lingus have round-trip flights from Chicago (ORD) to Dublin or Rome (DUB, FCO) for $419-$441, NONSTOP. Departures on Monday, Tuesday, Wednesday, and Sunday. 7-day minimum stay required....
escape.flights
November 26, 2025 at 9:21 PM
chi.escape.flights
European Airfare Sale: Chicago and Milwaukee to/from various European destinations $379-$650 r/t [mostly Dec-May, Aug-Sep] – Oneworld / Aer Lingus / Icelandair / SAS

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European Airfare Sale: to/from various European destinations $288-$650 r/t [mostly Dec-May, Aug-Sep] – Oneworld / Aer Lingus / Icelandair / SAS
Oneworld, SAS, and Icelandair have round-trip flights to various destinations in Europe at a discount today for $288-$650, mostly with a connection. Dates vary, use the linked calendar. Cheapest fares...
escape.flights
November 25, 2025 at 11:08 PM
chi.escape.flights
Cheap Flights: Chicago to Copenhagen, Stockholm, or Tallinn $348-$446 r/t [January-May] - Scandinavian Airlines

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#Chicago
Cheap Flights: Chicago to Copenhagen, Stockholm, or Tallinn $348-$446 r/t [January-May] – Scandinavian Airlines
Scandinavian Airlines has round-trip flights from Chicago (ORD) to Copenhagen, Stockholm, or Tallinn (CPH, ARN, TLL) for $348-$446. Flights January to May. No Tuesday departures. Copenhagen fares are ...
escape.flights
November 25, 2025 at 5:09 PM
chi.escape.flights
Nonstop Flights: Chicago to/from Toronto $167-$177 r/t [January-April] - Air Canada

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Nonstop Flights: Chicago to/from Toronto $167-$177 r/t [January-April] – Air Canada
Air Canada has round-trip flights from Chicago (ORD) to Toronto (YYZ) for $167-$177, NONSTOP. Flights January to April. Weekends available. Origin/Destination reversible.
escape.flights
November 24, 2025 at 6:06 PM
chi.escape.flights
Cheap Flights: Chicago to Santiago, Chile $624-$650 r/t [Jan-Jun, Aug-Sep] - COPA / Avianca

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to Santiago, Chile $624-$650 r/t [Jan-Jun, Aug-Sep] – COPA / Avianca
COPA and Avianca has round-trip flights from Chicago (ORD) to Santiago, Chile (SCL) for $624-$650 with a connection. Flights January, February, March, April, May, June, August, and September.
escape.flights
November 19, 2025 at 6:26 PM
chi.escape.flights
Nonstop Flights: Chicago to/from Nashville $97 r/t [December-February] (Christmas dates) - Southwest

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Nonstop Flights: Chicago to/from Nashville $97 r/t [December-February] (Christmas dates) – Southwest
Southwest has round-trip flights from Chicago (MDW) to Nashville (BNA) for $97, NONSTOP. Flights December to February. Departures on Tuesday, Wednesday, Thursday, Saturday, and Sunday. Origin/Destinat...
escape.flights
November 19, 2025 at 5:49 PM
chi.escape.flights
Cheap Flights: Chicago to/from San Juan, Puerto Rico $150-$159 r/t [February-September] - JetBlue

This is the lowest I've seen it since July 2023.

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to/from San Juan, Puerto Rico $150-$159 r/t [February-September] – JetBlue
JetBlue has round-trip flights from Chicago (ORD) to San Juan, Puerto Rico (SJU) for $150-$159 with a connection. Flights February to September. Weekends available. Origin/Destination reversible. Some...
escape.flights
November 19, 2025 at 12:15 AM
chi.escape.flights
Cheap Flights: Chicago to Reykjavik, Amsterdam, Copenhagen, Helsinki, or Barcelona $359-$476 r/t [Dec-May] - Icelandair

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to Reykjavik, Amsterdam, Copenhagen, Helsinki, or Barcelona $359-$476 r/t [Dec-May] – Icelandair
Icelandair has round-trip flights from Chicago (ORD) to Reykjavik, Amsterdam, Copenhagen, Helsinki, or Barcelona (KEF, AMS, CPH, HEL, BCN) for $359-$476. Reykjavik flights are Nonstop. All other fligh...
escape.flights
November 18, 2025 at 4:20 PM
chi.escape.flights
Cheap Flights: Chicago to/from Nadi, Fiji $818-$895 r/t [Jan-Feb, Apr-May, Aug-Sep] - Fiji Airways / Skyscanner

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to/from Nadi, Fiji $818-$895 r/t [Jan-Feb, Apr-May, Aug-Sep] – Fiji Airways / Skyscanner
Fiji Airways has round-trip flights from Chicago (ORD) to Nadi, Fiji (NAN) for $818-$895 with a connection. Flights January, February, April, May, August, and September. Departures on Tuesday and Satu...
escape.flights
November 17, 2025 at 4:49 PM
chi.escape.flights
Cheap Flights: Chicago to Honolulu or Kona, Hawaii $362 r/t [January-March] - Delta

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#Airfare #Flights #Travel #EscapeFlights #Chicago
Cheap Flights: Chicago to Honolulu or Kona, Hawaii $362 r/t [January-March] – Delta
Delta has round-trip flights from Chicago (ORD) to Honolulu or Kona, Hawaii (HNL, KOA) for $362 with a connection. Flights January to March. Weekends available.
escape.flights
November 17, 2025 at 4:24 PM