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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
Best option San Francisco Chicago Midway	Outbound 01/09/25 1 Stopover (LAS) F91850, F92330 11h 19min	Return 01/15/25 1 Stopover (DEN) F92209, F93439 17h 56min	Frontier Airlines	?	$145
San Francisco Chicago Midway	Outbound 01/09/25 1 Stopover (LAS) F91850, F92330 11h 19min	Return 01/15/25 1 Stopover (DEN) F92209, F93439 17h 56min	Frontier Airlines		$156
San Francisco Chicago Midway	Outbound 01/09/25 1 Stopover (LAS) F93020, F92330 18h 43min	Return 01/15/25 1 Stopover (DEN) F92209, F93439 17h 56min	Frontier Airlines		$155
San Francisco Chicago Midway	Outbound 01/09/25 1 Stopover (LAS) F91850, F92330 11h 19min	Return 01/15/25 1 Stopover (DEN) F92209, F93439 17h 56min	Frontier Airlines		$156

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

	Outbound	Return	Airlines	Baggage	Price
Best option Atlanta Chicago Midway	Outbound 03/02/25 direct F92143 01h 55min	Return 03/07/25 direct F92292 01h 56min	Frontier Airlines		$173
Atlanta Chicago Midway	Outbound 03/02/25 direct F92143 01h 55min	Return 03/07/25 direct F92292 01h 56min	Frontier Airlines		$177
Atlanta Chicago Midway	Outbound 03/02/25 direct F92143 01h 55min	Return 03/07/25 direct F92292 01h 56min	Frontier Airlines	?	$176
Atlanta Chicago Midway	Outbound 03/02/25 direct F92143 01h 55min	Return 03/07/25 direct F92292 01h 56min	Frontier Airlines		$177

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

	Outbound	Return	Airlines	Baggage	Price
Boston Chicago Midway	Outbound 03/02/25 1 Stopover (ATL) F93511, F92779 15h 49min	Return 03/07/25 2 Stopovers (ATL, ORD) F92144, UA1046, UA1495 13h 57min	Frontier Airlines	?	$400
Boston Chicago Midway	Outbound 03/02/25 1 Stopover (PHL) F93011, F94367 07h 37min	Return 03/07/25 1 Stopover (RDU) F93718, F93058 20h 05min	Frontier Airlines		$620
Best option Boston Chicago Midway	Outbound 03/02/25 1 Stopover (PHL) F93011, F94367 07h 37min	Return 03/07/25 1 Stopover (RDU) F93718, F93058 20h 05min	Frontier Airlines		$616
Boston Chicago Midway	Outbound 03/02/25 1 Stopover (PHL) F93011, F94367 07h 37min	Return 03/07/25 1 Stopover (RDU) F93718, F93058 20h 05min	Frontier Airlines		$620

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

	Outbound	Return	Airlines	Shop	Baggage	Price
Best option Washington DC Chicago Midway	Outbound 03/02/25 2 Stopovers (EWR, ATL) UA3475, UA1359, F92143 28h 55min	Return 03/07/25 2 Stopovers (ATL, DEN) F92144, F91449, F90686 25h 09min	United Airlines, Frontier Airlines		?	$720
Washington DC Chicago Midway Pay attention to transfer at connecting flight	Outbound 03/02/25 3 Stopovers (LGA, YUL, YTZ) WS7119, WS6308, PD2484, PD2387 24h 20min	Return 03/07/25 2 Stopovers (YTZ, YYZ, LGA) PD2388, WS6360, WS7689 10h 38min	Westjet, Porter Airlines			$1,591

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

	Outbound	Return	Airlines	Baggage	Price
Best option Newark Chicago Midway	Outbound 04/02/25 1 Stopover (DTW) DL2577, DL3869 06h 03min	Return 04/23/25 1 Stopover (DTW) DL3867, DL2567 05h 26min	Delta Air Lines	?	$166
Newark Chicago Midway	Outbound 05/05/25 1 Stopover (ATL) DL2397, DL2060 06h 55min	Return 05/21/25 1 Stopover (DTW) DL3867, DL2567 05h 26min	Delta Air Lines	?	$217
Newark Chicago Midway	Outbound 05/20/25 1 Stopover (ATL) DL2365, DL1739 07h 54min	Return 06/02/25 1 Stopover (DTW) DL3867, DL2567 05h 26min	Delta Air Lines	?	$202
Newark Chicago Midway	Outbound 05/05/25 1 Stopover (ATL) DL2397, DL2060 06h 55min	Return 05/21/25 1 Stopover (DTW) DL3867, DL2567 05h 26min	Delta Air Lines	?	$217

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

	Outbound	Return	Airlines	Price
Los Angeles Chicago Midway	Outbound 03/23/25 1 Stopover (DEN) F93156, F92210 25h 42min	Return 03/26/25 1 Stopover (DEN) F92209, F93155 16h 40min	Frontier Airlines	$679
Best option Los Angeles Chicago Midway	Outbound 03/23/25 1 Stopover (LAS) F93292, F92330 07h 03min	Return 03/26/25 1 Stopover (LAS) F92329, F93291 11h 20min	Frontier Airlines	$713
Los Angeles Chicago Midway	Outbound 03/23/25 1 Stopover (DEN) F93156, F92210 25h 42min	Return 03/26/25 1 Stopover (DEN) F92209, F93155 16h 40min	Frontier Airlines	$686
Best option Los Angeles Chicago Midway	Outbound 03/23/25 1 Stopover (LAS) F93292, F92330 07h 03min	Return 03/26/25 1 Stopover (LAS) F92329, F93291 11h 20min	Frontier Airlines	$713

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

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
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

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

	Outbound	Return	Airlines	Baggage	Price
Tampa Chicago Midway	Outbound 01/09/25 1 Stopover (ATL) F92911, F92779 08h 51min	Return 01/15/25 1 Stopover (DEN) F92209, F92746 26h 38min	Frontier Airlines	?	$127
Tampa Chicago Midway	Outbound 01/09/25 1 Stopover (ATL) F92911, F92779 08h 51min	Return 01/15/25 1 Stopover (DEN) F92209, F92746 11h 51min	Frontier Airlines		$137
Best option Tampa Chicago Midway	Outbound 01/09/25 1 Stopover (ATL) F92911, F92779 08h 51min	Return 01/15/25 1 Stopover (DEN) F92209, F92746 11h 51min	Frontier Airlines		$136
Tampa Chicago Midway	Outbound 01/09/25 1 Stopover (ATL) F92911, F92779 08h 51min	Return 01/15/25 1 Stopover (DEN) F92209, F92746 11h 51min	Frontier Airlines		$137

Destination airport

Chicago Midway International Airport, IL

Stops

Direct flight

Departure airport

Departure country

United States

Airline

Frontier Airlines
Delta Air Lines
United Airlines
Westjet
Porter Airlines

Flight type

Return

Outbound departure month

January 2025
March 2025
April 2025
May 2025
June 2025

Return departure month

January 2025
March 2025
April 2025
May 2025
June 2025

Most frequent connection from Chicago Midway

Alternative routes to United States

Flight New York - Miami from $ 172
Flight Los Angeles - New York from $ 127
Flight New York - Los Angeles from $ 145
Flight Los Angeles - Honolulu from $ 219
Flight Las Vegas - San Francisco from $ 116
Flight New York - Las Vegas from $ 183
Flight New York - San Francisco from $ 289
Flight San Francisco - Honolulu from $ 282
Flight Los Angeles - Las Vegas from $ 144
Flight New York - Orlando from $ 81

Flights to Chicago Midway

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Our cheapest offers for flights to Chicago Midway

Chicago Midway International Airport, IL

Most frequent connection from Chicago Midway

Alternative routes to United States