Cheap flights from Wisconsin to Chicago

Travel > North America > United States > Wisconsin to Chicago flights

Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (read more in our Chicago Travel Guide)

Check current prices for flights to Chicago at our partners' sites:

Search and Compare cheap Flights

Enter your travel details:Step 1









Select merchants to compare:Step 2
Travelgrove
 

Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
From
DecJanFebMarAprMayJunJulAugSepOctNov
$681$285check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
more
Milwaukee 

Check our newest flight offers to Chicago:

  • $285Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Milwaukee, WI (MKE)Chicago, IL (ORD)01/09/202303:55 pm
    Chicago, IL (ORD)Milwaukee, WI (MKE)01/16/202310:35 am
    cheapoair.com check price
  • $354Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Milwaukee, WI (MKE)Chicago, IL (ORD)01/08/202310:44 pm
    Chicago, IL (ORD)Milwaukee, WI (MKE)01/18/202310:35 am
    cheapoair.com check price
  • $399Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Milwaukee, WI (MKE)Chicago, IL (ORD)01/09/202310:26 pm
    Chicago, IL (ORD)Milwaukee, WI (MKE)01/16/202310:35 am
    cheapoair.com check price
  • $448Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Milwaukee, WI (MKE)Chicago, IL (ORD)01/08/202306:48 am
    Chicago, IL (ORD)Milwaukee, WI (MKE)01/18/202310:35 am
    cheapoair.com check price
  • $681Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Milwaukee, WI (MKE)Chicago, IL (ORD)12/27/202207:47 pm
    Chicago, IL (ORD)Milwaukee, WI (MKE)01/02/202304:25 pm
    cheapoair.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesPittsburgh To Montego Bay Multiple Airlines airfares from Pittsburgh in December
$1095 Depart: 12/25/2022
Return: 12/31/2022

provided by Cheapoair.com

Multiple AirlinesOakland To San Diego Multiple Airlines airfares from Oakland in August
$387 Depart: 08/08/2021
Return: 08/13/2021

provided by Cheapoair.com

Multiple AirlinesOrlando To Rome Multiple Airlines airfares from Orlando in December
$1298 Depart: 12/16/2022
Return: 12/21/2022

provided by Cheapoair.com

Spirit AirlinesCharlotte To Rochester Spirit Airlines airfares from Charlotte in January
$201 Depart: 01/26/2023
Return: 02/09/2023

provided by Cheapoair.com

Frontier AirlinesFort Worth To Las Vegas Frontier Airlines airfares from Fort Worth in December
$165 Depart: 12/13/2022
Return: 12/22/2022

provided by Cheapoair.com

Multiple AirlinesPortland, Maine To Charlotte Multiple Airlines airfares from Portland, Maine in August
$530 Depart: 08/26/2020
Return: 09/02/2020

provided by FlyFar

Multiple AirlinesDallas To Sydney Multiple Airlines airfares from Dallas in January
$5025 Depart: 01/10/2023
Return: 01/16/2023

provided by Cheapoair.com

Multiple AirlinesMiami To Merida Multiple Airlines airfares from Miami in December
$2573 Depart: 12/19/2022
Return: 12/28/2022

provided by Cheapoair.com

Multiple AirlinesCharlotte To Munich Multiple Airlines airfares from Charlotte in December
$937 Depart: 12/14/2022
Return: 12/20/2022

provided by Cheapoair.com

 

Specify your search details. Browse the cheapest flights from Wisconsin to Chicago, Chicago hotel rooms and Wisconsin to Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.

Chicago Pictures
  • Bean - Chicagoview
  • City Reflections - Chicagoview
  • cool site - Chicagoview
  • Chicago Limousine Bus - Chicagoview
   Welcome to Travelgrove  register tell a friend bookmark it 
 
This airfare deal was found   ago. Click "Check price" to see current prices!
*