$174 Cheap flight deals from Chicago (CHI) to Sun Prairie (MSN)

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This Weekend's Flight Deals from Chicago to Sun Prairie

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jan 2 - Tue, Jan 20
ORD
O'Hare Intl.
MSN
Dane County Regional
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Jan 2 from O'Hare Intl. to Dane County Regional, returning Tue, Jan 20, priced at $277 found 5 days ago
Fri, Jan 2 - Sat, Jan 10
MDW
Midway Intl.
MSN
Dane County Regional
$1,098 Roundtrip, found 7 hours ago
$1,098
Roundtrip
found 7 hours ago
Select Delta flight, departing Fri, Jan 2 from Midway Intl. to Dane County Regional, returning Sat, Jan 10, priced at $1,098 found 7 hours ago

Airfares from $174 One Way, $179 Round Trip from Chicago to Sun Prairie

Prices starting at $179 for return flights and $174 for one-way flights to Sun Prairie were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
$179 Roundtrip, found 13 hours ago
$179
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at $179 found 13 hours ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
$179 Roundtrip, found 13 hours ago
$179
Roundtrip
found 13 hours ago
Select United flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at $179 found 13 hours ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
$209 Roundtrip, found 13 hours ago
$209
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at $209 found 13 hours ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
$218 Roundtrip, found 13 hours ago
$218
Roundtrip
found 13 hours ago
Select United flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at $218 found 13 hours ago
Fri, Feb 20 - Sun, Feb 22
ORD
Chicago
MSN
Madison
$219 Roundtrip, found 13 hours ago
$219
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Fri, Feb 20 from Chicago to Madison, returning Sun, Feb 22, priced at $219 found 13 hours ago

Sun Prairie economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Madison Monona Terrace
4.0-star property

Hilton Madison Monona Terrace

8.6/10 Excellent! (1,004 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (CHI) to Madison (MSN)

American Airlines • Roundtrip • Coach
Price was $459, price is now $359 per person
$359
per person
found 1 day ago
friendly staff and nice room with view

Reviewed on Oct 14, 2025

Madison Marriott South
3.5-star property

Madison Marriott South

9/10 Wonderful! (524 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (CHI) to Madison (MSN)

American Airlines • Roundtrip • Coach
Price was $603, price is now $452 per person
$452
per person
found 1 day ago
Location was the reason we chose this property-to attend an event at Allianz Energy center. The lobby area is modern and inviting. After that, it is not what I would call Sheraton standards. I reserved a King room but received a double “Queen” which is not really that. They replaced Queen beds with full size mattresses. Our toilet wouldn’t flush, our heater was physically broken with parts laying on the floor and it was obnoxiously loud every time it kicked on. Staff was great-this just isn’t really a Sheraton level brand of product.

Reviewed on Feb 9, 2024

Christmas Mountain Campground
3.0-star property

Christmas Mountain Campground

9/10 Wonderful! (77 reviews)

Feb 13 - Feb 16

3 night stay

Chicago (CHI) to Madison (MSN)

American Airlines • Roundtrip • Coach
Price was $471, price is now $362 per person
$362
per person
found 1 day ago
I liked the properties location, the cabins looked so nice i enjoyed riding around on my electric scooter. What i didnt like was the inside of our cabin, it smelled old and not clean with a musty smell. It felt humid and the couches and table felt dirty. My son and husband went to the indoor pool and the next day my 7 year old has his first pink eye, we werent able to do anything the second day bc we didnt want him to contaminate anyone, Maybe from the pool? Cant say for sure but I'm sure that water was contaminated.

Reviewed on Jul 8, 2024

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More About Flying To Sun Prairie from Chicago

Route Information for Flights from Chicago to Sun Prairie

Origin Airport IATA Code
CHI
Destination Airport IATA Code
MSN
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Sun Prairie

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.