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Cheap flights from MSP to Chicago

Recently found return fares from $62, with December the cheapest month we know of. Compare dates, then book with the partner you choose.

Cheapest months to fly

Lowest recently found return fare in each month. Tap a month to see that month's calendar.

$112 Oct2026 $68 Nov2026 $62 Dec2026

MSP → Chicago

November 2026

Mon Tue Wed Thu Fri Sat Sun 1 2 $193 3 4 $124 5 6 7 8 9 10 11 $68 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
LowerHigherLowest this month

Lowest fares for the best day

  • Southwest AirlinesFri 13 Nov – Sun 15 Nov · Direct · 1h 50m $158
  • Southwest AirlinesSat 14 Nov – Sun 15 Nov · Direct · 1h 40m $158
See all flights for these dates

Airports in Chicago

  • ORDO'Hare
  • MDWMidway

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CHI

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More trips from MSP

All flights from MSP Chicago to MSP flights
Dallasfrom $77 Orlandofrom $128 Los Angelesfrom $146 CLTfrom $161 Atlantafrom $177 Phoenixfrom $178 New Yorkfrom $192 Bostonfrom $231

FAQ

Questions about this route

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Help center Contact us
01What is the cheapest month to fly from MSP to Chicago?

Based on recently found fares, December 2026 has the lowest price we know of, from $62. Prices change often, so check the calendar for current fares.

02Which airports serve Chicago?

Chicago is served by O'Hare (ORD), Midway (MDW). Searching the city code compares all of them at once.

03Are the prices on this page final?

No. They are recently found fares. When you open a deal, the partner shows the live price, including taxes and fees, before you pay.

04How can I get an alert when flights to Chicago get cheaper?

Use the price alert on this page. Choose your dates or a whole month and we will email you when the fare drops.