Our cheapest offers for flights from Chicago

Here you can compare cheap flights from Chicago (CHI) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search from Chicago. Prices and availability may change at any time.

Flights from Chicago (CHI) to Fort Myers (RSW)

	Outbound	Return	Airlines	Baggage	Price
Chicago Fort Myers	Outbound 01/16/25 direct AA1504 02h 50min	Return 01/20/25 1 Stopover (CLT) AA1930, AA1180 05h 08min	American Airlines	?	$332
Best option Chicago Fort Myers	Outbound 01/16/25 direct UA1740 03h 06min	Return 01/20/25 direct UA1342 03h 16min	United Airlines	?	$335
Chicago Fort Myers	Outbound 01/16/25 direct UA0335 03h 05min	Return 01/20/25 direct UA1342 03h 16min	United Airlines	?	$339

Flights from Chicago (CHI) to Minneapolis (MSP)

	Outbound	Return	Airlines	Baggage	Price
Best option Chicago Minneapolis	Outbound 01/16/25 direct AA2906 01h 27min	Return 01/20/25 direct AA4766 01h 50min	American Airlines	?	$110
Chicago Minneapolis	Outbound 01/16/25 direct DL1717 01h 43min	Return 01/20/25 direct DL1471 01h 36min	Delta Air Lines		$132
Chicago Minneapolis	Outbound 01/16/25 direct AA2906 01h 27min	Return 01/20/25 direct AA2481 02h 00min	American Airlines	?	$154

Flights from Chicago (CHI) to Seattle-Tacoma (SEA)

	Outbound	Return	Airlines	Baggage	Price
Chicago Seattle-Tacoma	Outbound 01/16/25 direct AS0353 04h 48min	Return 01/20/25 1 Stopover (PDX) AS0957, AS0324 12h 16min	Alaska Airlines	?	$165
Best option Chicago Seattle-Tacoma	Outbound 01/16/25 direct AS0353 04h 48min	Return 01/20/25 direct AS0538 03h 59min	Alaska Airlines	?	$169
Chicago Seattle-Tacoma	Outbound 01/16/25 direct AS0353 04h 48min	Return 01/20/25 direct AS0538 03h 59min	Alaska Airlines		$182

Flights from Chicago (CHI) to Phoenix - Sky Harbor (PHX)

	Outbound	Return	Airlines	Baggage	Price
Best option Chicago Phoenix - Sky Harbor	Outbound 01/16/25 direct F91827 03h 42min	Return 01/20/25 direct F91410 03h 41min	Frontier Airlines	?	$232
Chicago Phoenix - Sky Harbor	Outbound 01/16/25 direct F91827 03h 42min	Return 01/20/25 direct F91410 03h 41min	Frontier Airlines		$236
Chicago Phoenix - Sky Harbor	Outbound 01/16/25 direct AA1005 03h 50min	Return 01/20/25 1 Stopover (CLT) AA3088, AA2843 06h 54min	American Airlines	?	$304

Flights from Chicago (CHI) to San Diego (SAN)

	Outbound	Return	Airlines	Baggage	Price
Chicago San Diego	Outbound 01/16/25 1 Stopover (SEA) AS0335, AS1131 10h 33min	Return 01/20/25 1 Stopover (SEA) AS1245, AS0352 08h 04min	Alaska Airlines	?	$250
Best option Chicago San Diego	Outbound 01/16/25 direct UA0660 04h 38min	Return 01/20/25 direct UA2352 04h 05min	United Airlines	?	$321
Chicago San Diego	Outbound 01/16/25 1 Stopover (SEA) AS0335, AS1131 10h 33min	Return 01/20/25 1 Stopover (SEA) AS1245, AS0352 08h 04min	Alaska Airlines	?	$254

Flights from Chicago (CHI) to Dallas (DFW)

	Outbound	Return	Airlines	Baggage	Price
Best option Chicago Dallas	Outbound 01/16/25 direct F93243 02h 37min	Return 01/20/25 direct F93242 02h 39min	Frontier Airlines	?	$231
Chicago Dallas	Outbound 01/16/25 direct F93243 02h 37min	Return 01/20/25 1 Stopover (TBN) LF3552, LF3548 03h 50min	Frontier Airlines		$233
Chicago Dallas	Outbound 01/16/25 1 Stopover (TBN) LF3539, LF3551 03h 55min	Return 01/20/25 1 Stopover (TBN) LF3552, LF3548 03h 50min	Contour Airlines		$233

Flights from Chicago (CHI) to Charlotte (CLT)

	Outbound	Return	Airlines	Price
Best option Chicago Charlotte	Outbound 01/16/25 direct F93142 02h 01min	Return 01/20/25 direct F93141 02h 06min	Frontier Airlines	$142
Chicago Charlotte	Outbound 01/16/25 direct F93142 02h 01min	Return 01/20/25 direct F93141 02h 06min	Frontier Airlines	$151
Chicago Charlotte	Outbound 01/16/25 direct F93142 02h 01min	Return 01/20/25 direct F93141 02h 06min	Frontier Airlines	$157

Flights from Chicago (CHI) to St. Louis (STL)

	Outbound	Return	Airlines	Baggage	Price
Chicago St. Louis	Outbound 01/16/25 1 Stopover (BRL) 9X0443, 9X0440 11h 30min	Return 01/20/25 1 Stopover (BRL) 9X0447, 9X0444 03h 35min	Southern Airways Express	?	$104
Best option Chicago St. Louis	Outbound 01/16/25 direct UA2618 01h 18min	Return 01/20/25 direct UA4183 01h 22min	United Airlines	?	$192
Chicago St. Louis	Outbound 01/16/25 1 Stopover (BRL) 9X0443, 9X0440 08h 30min	Return 01/20/25 1 Stopover (BRL) 9X0447, 9X0444 04h 10min	Southern Airways Express		$107

Flights from Chicago (CHI) to Portland-Oregon (PDX)

	Outbound	Return	Airlines	Baggage	Price
Best option Chicago Portland-Oregon	Outbound 01/16/25 direct AS0413 04h 38min	Return 01/20/25 direct AS0324 04h 07min	Alaska Airlines	?	$170
Chicago Portland-Oregon	Outbound 01/16/25 direct AS0413 04h 38min	Return 01/20/25 direct AS0324 04h 07min	Alaska Airlines	?	$174
Chicago Portland-Oregon	Outbound 01/16/25 direct AS0413 04h 38min	Return 01/20/25 direct AS0324 04h 07min	Alaska Airlines		$183

Flights from Chicago (CHI) to Philadelphia (PHL)

	Outbound	Return	Airlines	Price
Best option Chicago Philadelphia	Outbound 01/16/25 direct F92112 02h 03min	Return 01/20/25 direct F92111 02h 24min	Frontier Airlines	$147
Chicago Philadelphia	Outbound 01/16/25 direct F92112 02h 03min	Return 01/20/25 direct F92111 02h 24min	Frontier Airlines	$151
Chicago Philadelphia	Outbound 01/16/25 direct F92112 02h 03min	Return 01/20/25 direct F92111 02h 24min	Frontier Airlines	$157

Flights from Chicago (CHI) to Louisville (SDF)

	Outbound	Return	Airlines	Baggage	Price
Best option Chicago Louisville	Outbound 01/16/25 direct AA4603 01h 23min	Return 01/20/25 direct AA3741 01h 29min	American Airlines	?	$110
Chicago Louisville	Outbound 01/16/25 direct AA3741 01h 19min	Return 01/20/25 direct AA3741 01h 29min	American Airlines		$140
Chicago Louisville	Outbound 01/16/25 direct UA3714 01h 31min	Return 01/20/25 direct UA3422 01h 44min	United Airlines	?	$155

Flights from Chicago (CHI) to Austria

	Outbound	Return	Airlines	Shop	Baggage	Price
Chicago Vienna	Outbound 01/16/25 1 Stopover (IST) TK0006, TK1889 18h 35min	Return 01/20/25 1 Stopover (IST) TK1888, TK0185 22h 05min	Turkish Airlines		?	$588

Flights from Chicago (CHI) to Canada

	Outbound	Return	Airlines	Shop	Baggage	Price
Chicago Toronto	Outbound 09/19/24 1 Stopover (BNA) F93079, F81625 12h 35min	Return 10/13/24 1 Stopover (BNA) F81624, F93080 27h 39min	Frontier Airlines, Flair Airlines		?	$202
Best option Chicago Toronto	Outbound 10/22/24 direct UA4630 01h 53min	Return 11/08/24 direct UA8533 01h 57min	United Airlines		?	$240 found 3 days ago

Flights from Chicago (CHI) to Chile

	Outbound	Return	Airlines	Shop	Baggage	Price
Chicago Santiago de Chile	Outbound 01/16/25 2 Stopovers (MIA, CTG) AV2284, AV0107, AV0133 18h 00min	Return 01/20/25 1 Stopover (BOG) AV0240, AV0262 14h 30min	Avianca			$791

Flights from Chicago (CHI) to Costa Rica

	Outbound	Return	Airlines	Shop	Baggage	Price
Chicago San Jose, Costa Rica Pay attention to transfer at connecting flight	Outbound 01/16/25 2 Stopovers (MEX, GUA) Y40703, Y40900, Q65193 25h 12min	Return 01/20/25 1 Stopover (MEX) Q64050, VB0186 08h 53min	Volaris, Volaris Costa Rica			$568

Departure airport

Chicago-IL all Airports (ORD, MDW, RFD)

Destination country

Destination airport

Stops

Direct flight

Airline

Turkish Airlines
Lufthansa
United Airlines
Qatar Airways
Spirit Airlines

Flight type

Return

Outbound departure month

September 2024
October 2024
November 2024
December 2024
January 2025
February 2025

Return departure month

September 2024
October 2024
November 2024
December 2024
January 2025
February 2025

Most frequent connection to Chicago:

New York - Chicago (620/Week)
Atlanta - Chicago (320/Week)
Washington-DC - Chicago (313/Week)
Denver - Chicago (275/Week)
Minneapolis - Chicago (252/Week)
Las Vegas - Chicago (242/Week)
Nashville - Chicago (230/Week)
Phoenix - Sky Harbor - Chicago (218/Week)
Los Angeles - Chicago (212/Week)
St. Louis - Chicago (199/Week)

Our cheapest offers for flights from Chicago

Chicago-IL all Airports (ORD, MDW, RFD)

Most frequent connection to Chicago: