Our cheapest offers for flights to Chicago Midway

Here you can compare cheap flights to Chicago Midway (MDW) for either one-way or return trips. The following offers for Chicago Midway were found on our flight search in the last days. Prices may vary depending on the flight route, date and availability.

Flights from San Francisco (SFO) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Baggage	Price
San Francisco Chicago Midway	Outbound 07/03/25 1 Stopover (ATL) F91448, F92779 22h 01min	Return 07/14/25 1 Stopover (ATL) F92292, F91949 30h 10min	Frontier Airlines	?	$476
Best option San Francisco Chicago Midway	Outbound 07/03/25 1 Stopover (DFW) F94000, F91888 09h 19min	Return 07/14/25 1 Stopover (LAS) F92329, F93019 08h 17min	Frontier Airlines		$679
San Francisco Chicago Midway	Outbound 07/03/25 1 Stopover (DEN) F93440, F92210 25h 31min	Return 07/14/25 1 Stopover (LAS) F92329, F93801 27h 17min	Frontier Airlines		$678

Flights from Atlanta (ATL) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Baggage	Price
Best option Atlanta Chicago Midway	Outbound 04/21/25 direct F92143 02h 03min	Return 05/19/25 direct F92292 02h 12min	Frontier Airlines	?	$75
Atlanta Chicago Midway	Outbound 04/21/25 direct F92143 02h 03min	Return 05/19/25 direct F92292 02h 12min	Frontier Airlines	?	$78
Atlanta Chicago Midway	Outbound 04/21/25 direct F92143 02h 03min	Return 05/19/25 direct F92292 02h 12min	Frontier Airlines		$76

Flights from Boston (BOS) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Baggage	Price
Boston Chicago Midway	Outbound 04/12/25 1 Stopover (ATL) F93511, F92779 17h 16min	Return 04/27/25 1 Stopover (ATL) F92292, F93512 18h 13min	Frontier Airlines	?	$247 found yesterday
Best option Boston Chicago Midway	Outbound 04/21/25 1 Stopover (TPA) F91215, F91185 10h 21min	Return 05/19/25 1 Stopover (MCO) F93854, F93348 10h 25min	Frontier Airlines		$303
Boston Chicago Midway	Outbound 04/21/25 2 Stopovers (MIA, ATL) AA1397, AA0659, F92143 16h 43min	Return 05/19/25 2 Stopovers (ATL, MCO) F92292, F93976, F93348 29h 08min	American Airlines, Frontier Airlines	?	$303

Flights from Washington DC (DCA) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Baggage	Price
Best option Washington DC Chicago Midway	Outbound 04/21/25 1 Stopover (DEN) F90689, F92210 07h 21min	Return 05/19/25 1 Stopover (DEN) F92209, F90686 15h 04min	Frontier Airlines	?	$227
Washington DC Chicago Midway	Outbound 04/12/25 1 Stopover (DEN) F90687, F92210 12h 18min	Return 04/27/25 2 Stopovers (ATL, DEN) F92292, F93293, F90688 23h 24min	Frontier Airlines	?	$525 found yesterday
Washington DC Chicago Midway	Outbound 04/21/25 3 Stopovers (DEN, ATL, IAH) F90685, F93294, F92399, F93282 57h 13min	Return 05/19/25 2 Stopovers (ATL, DEN) F92144, F91449, F90686 26h 37min	Frontier Airlines	?	$314

Flights from Newark (EWR) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Baggage	Price
Newark Chicago Midway	Outbound 04/21/25 1 Stopover (ATL) F94601, F92143 12h 16min	Return 05/19/25 1 Stopover (ATL) F92144, F94602 11h 36min	Frontier Airlines		$112
Newark Chicago Midway	Outbound 04/21/25 1 Stopover (ATL) F94601, F92143 12h 16min	Return 05/19/25 1 Stopover (ATL) F92292, F94602 25h 28min	Frontier Airlines	?	$143
Newark Chicago Midway	Outbound 04/21/25 1 Stopover (ATL) F94601, F92143 12h 16min	Return 05/19/25 1 Stopover (ATL) F92144, F94602 11h 36min	Frontier Airlines		$116

Flights from Los Angeles (LAX) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Baggage	Price
Best option Los Angeles Chicago Midway	Outbound 03/29/25 1 Stopover (LAS) F92264, F92330 16h 50min	Return 03/31/25 1 Stopover (LAS) F92329, F93291 25h 21min	Frontier Airlines		$176
Los Angeles Chicago Midway	Outbound 03/29/25 1 Stopover (YYZ, YTZ) PD0664, PD2393 25h 15min	Return 03/31/25 2 Stopovers (ATL, LAS) F92292, F91115, F93291 27h 27min	Porter Airlines	?	$520
Los Angeles Chicago Midway	Outbound 03/29/25 1 Stopover (LAS) F92264, F92330 16h 50min	Return 03/31/25 1 Stopover (LAS) F92329, F93291 25h 21min	Frontier Airlines		$185

Flights from Orlando (MCO) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Price
Best option Orlando Chicago Midway	Outbound 03/29/25 direct F91457 03h 03min	Return 04/02/25 direct F91458 02h 41min	Frontier Airlines	$238
Orlando Chicago Midway	Outbound 03/29/25 direct F91457 03h 03min	Return 04/02/25 direct F91458 02h 41min	Frontier Airlines	$259
Orlando Chicago Midway	Outbound 03/29/25 direct F91457 03h 03min	Return 04/02/25 direct F91458 02h 41min	Frontier Airlines	$256

Flights from Minneapolis (MSP) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Baggage	Price
Best option Minneapolis Chicago Midway	Outbound 03/29/25 direct DL4169 01h 34min	Return 04/02/25 direct DL3795 01h 40min	Delta Air Lines	?	$289
Minneapolis Chicago Midway	Outbound 03/29/25 1 Stopover (DEN) F91149, F92210 18h 17min	Return 04/02/25 1 Stopover (DEN) F92209, F91292 15h 59min	Frontier Airlines		$522
Minneapolis Chicago Midway	Outbound 03/29/25 1 Stopover (DEN) F91149, F92210 18h 17min	Return 04/02/25 1 Stopover (DEN) F92209, F91292 15h 59min	Frontier Airlines		$515

Flights from Tampa (TPA) to Chicago Midway (MDW)

	Outbound	Return	Airlines	Baggage	Price
Tampa Chicago Midway	Outbound 07/03/25 1 Stopover (ATL) F92723, F92779 26h 09min	Return 07/14/25 1 Stopover (ATL) F92292, F93054 22h 21min	Frontier Airlines	?	$380
Tampa Chicago Midway	Outbound 07/03/25 direct F93899 02h 48min	Return 07/14/25 1 Stopover (BWI) F93088, F94091 07h 46min	Frontier Airlines		$474
Best option Tampa Chicago Midway	Outbound 07/03/25 direct F93899 02h 48min	Return 07/14/25 1 Stopover (BWI) F93088, F94091 07h 46min	Frontier Airlines		$472

Destination airport

Chicago Midway International Airport, IL

Stops

Direct flight

Departure airport

Departure country

United States

Airline

Frontier Airlines
Delta Air Lines
Porter Airlines
American Airlines

Flight type

Return

Outbound departure month

March 2025
April 2025
May 2025
June 2025
July 2025

Return departure month

March 2025
April 2025
May 2025
June 2025
July 2025

Most frequent connection from Chicago Midway

Alternative routes to United States

Flight New York - Miami from $120
Flight Los Angeles - New York from $57
Flight New York - Los Angeles from $67
Flight Los Angeles - Honolulu from $219
Flight Las Vegas - San Francisco from $116
Flight New York - Las Vegas from $130
Flight New York - San Francisco from $249
Flight San Francisco - Honolulu from $282
Flight Los Angeles - Las Vegas from $144
Flight New York - Orlando from $67

Our cheapest offers for flights to Chicago Midway

Chicago Midway International Airport, IL

Most frequent connection from Chicago Midway

Alternative routes to United States