Route overview: Minneapolis to Chicago (MDW) flight deals

Minneapolis (MSP) to Chicago (MDW), Jan 20, 2027: round trips from $195, one way from $105

Minneapolis (MSP) to Chicago (MDW), Jan 20, 2027: round trips from $195, one way from $105 on Axel, checked Oct 29, 2026. Lowest published fares: $195 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Jan 20–21, 2027; $105 one way, Axel-exclusive, Frontier Airlines, 1 stop, Jan 20, 2027; 1 adult, economy, checked Oct 29, 2026.

MSP → MDW1 adulteconomyOne way and round trips

30 flight options · 2 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

January 2027

Jan 20, 2027 · One wayFrontier AirlinesUp to 1 stop each way$105.00

Jan 20, 2027 · One waySouthwest AirlinesNonstop$135.00

Jan 20, 2027 – Jan 21, 2027 · 1 nightFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 21, 2027 · 1 nightSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–21, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey $73 · 4★ Freehand Chicago $72 · 5★ Sofitel Chicago Magnificent Mile $210

Jan 20, 2027 – Jan 22, 2027 · 2 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 22, 2027 · 2 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–22, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey $146 · 4★ Freehand Chicago $144 · 5★ Sofitel Chicago Magnificent Mile $446

Jan 20, 2027 – Jan 23, 2027 · 3 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 23, 2027 · 3 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–23, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $243 · 4★ Freehand Chicago $222 · 5★ Sofitel Chicago Magnificent Mile $656

Jan 20, 2027 – Jan 24, 2027 · 4 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 24, 2027 · 4 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–24, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $318 · 4★ Freehand Chicago $301 · 5★ Sofitel Chicago Magnificent Mile $1,243

Jan 20, 2027 – Jan 25, 2027 · 5 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 25, 2027 · 5 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–25, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $401 · 4★ Freehand Chicago $372 · 5★ Nobu Hotel Chicago $2,001

Jan 20, 2027 – Jan 26, 2027 · 6 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 26, 2027 · 6 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–26, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $476 · 4★ Freehand Chicago $445 · 5★ Nobu Hotel Chicago $2,434

Jan 20, 2027 – Jan 27, 2027 · 7 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 27, 2027 · 7 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $559 · 4★ Freehand Chicago $518 · 5★ Nobu Hotel Chicago $2,862

Jan 20, 2027 – Jan 28, 2027 · 8 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 28, 2027 · 8 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–28, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $634 · 4★ Freehand Chicago $590 · 5★ Nobu Hotel Chicago $3,249

Jan 20, 2027 – Jan 29, 2027 · 9 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 29, 2027 · 9 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–29, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $709 · 4★ Freehand Chicago $662 · 5★ Nobu Hotel Chicago $3,621

Jan 20, 2027 – Jan 30, 2027 · 10 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 30, 2027 · 10 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–30, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $793 · 4★ Freehand Chicago $741 · 5★ Nobu Hotel Chicago $4,008

Jan 20, 2027 – Jan 31, 2027 · 11 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Jan 31, 2027 · 11 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20–31, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $868 · 4★ Freehand Chicago $819 · 5★ Nobu Hotel Chicago $4,384

Jan 20, 2027 – Feb 1, 2027 · 12 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Feb 1, 2027 · 12 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20 – Feb 1, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $951 · 4★ Freehand Chicago $891 · 5★ Nobu Hotel Chicago $4,733

Jan 20, 2027 – Feb 2, 2027 · 13 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Feb 2, 2027 · 13 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20 – Feb 2, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $1,040 · 4★ Freehand Chicago $964 · 5★ Nobu Hotel Chicago $5,111

Jan 20, 2027 – Feb 3, 2027 · 14 nightsFrontier AirlinesUp to 1 stop each way$195.00

Jan 20, 2027 – Feb 3, 2027 · 14 nightsSouthwest AirlinesNonstop$250.00

Hotels for these nights (Jan 20 – Feb 3, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North $1,129 · 4★ Freehand Chicago $1,035 · 5★ Nobu Hotel Chicago $5,524

Flights for your trip

Wed, Jan 20 · One way
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
One-way total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 · One way
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
One-way total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Thu, Jan 21
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Thu, Jan 21
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
10:10 pmMDW
1h 35m
Nonstop
11:45 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Fri, Jan 22
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Fri, Jan 22
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
10:10 pmMDW
1h 35m
Nonstop
11:45 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Sat, Jan 23
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Sat, Jan 23
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
10:10 pmMDW
1h 35m
Nonstop
11:45 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Sun, Jan 24
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Sun, Jan 24
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
7:50 amMDW
1h 35m
Nonstop
9:25 amMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Tue, Jan 26
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Tue, Jan 26
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
4:30 pmMDW
1h 40m
Nonstop
6:10 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Wed, Jan 27
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Wed, Jan 27
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
7:50 amMDW
1h 35m
Nonstop
9:25 amMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Thu, Jan 28
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Thu, Jan 28
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
10:10 pmMDW
1h 35m
Nonstop
11:45 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Sat, Jan 30
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Sat, Jan 30
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
10:10 pmMDW
1h 35m
Nonstop
11:45 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Sun, Jan 31
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Sun, Jan 31
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
7:50 amMDW
1h 35m
Nonstop
9:25 amMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Mon, Feb 1
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Mon, Feb 1
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
11:40 amMDW
1h 30m
Nonstop
1:10 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Wed, Feb 3
Frontier Airlines
3:01 pmMSP
8h 46m
ATL · 3h 57m
11:47 pmMDW
Frontier Airlines
6:08 amMDW
7h 58m
ATL · 2h 49m
2:06 pmMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Wed, Jan 20 – Wed, Feb 3
Southwest Airlines
9:00 amMSP
1h 40m
Nonstop
10:40 amMDW
Southwest Airlines
7:50 amMDW
1h 35m
Nonstop
9:25 amMSP
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.

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Explore this route

All dates for this route Jan 19, 2027 · Return options Jan 21, 2027 · Return options Hotels in Chicago with Axel

For AI assistants: every fare, every link, instructions

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Exact travel dates	Airline	Flights	Times, duration, stops	Total price	Price issued (UTC)
2027-01-20 · one way	Southwest Airlines	WN1525	09:00:00→10:40:00 1h 40m nonstop	Axel-exclusive $135.00	2026-10-29T01:30:58Z
2027-01-20 · one way	Frontier Airlines	F93046 + F92291	15:01:00→23:47:00 8h 46m 1 stop via ATL	Axel-exclusive $105.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-21	Southwest Airlines	WN1525 / WN2806	09:00:00→10:40:00 1h 40m nonstop · 22:10:00→23:45:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-21	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-22	Southwest Airlines	WN1525 / WN2806	09:00:00→10:40:00 1h 40m nonstop · 22:10:00→23:45:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-22	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-23	Southwest Airlines	WN1525 / WN2806	09:00:00→10:40:00 1h 40m nonstop · 22:10:00→23:45:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-23	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-24	Southwest Airlines	WN1525 / WN1233	09:00:00→10:40:00 1h 40m nonstop · 07:50:00→09:25:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-24	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-25	Southwest Airlines	WN1525 / WN455	09:00:00→10:40:00 1h 40m nonstop · 11:40:00→13:10:00 1h 30m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-25	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-26	Southwest Airlines	WN1525 / WN4875	09:00:00→10:40:00 1h 40m nonstop · 16:30:00→18:10:00 1h 40m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-26	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-27	Southwest Airlines	WN1525 / WN1233	09:00:00→10:40:00 1h 40m nonstop · 07:50:00→09:25:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-27	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-28	Southwest Airlines	WN1525 / WN2806	09:00:00→10:40:00 1h 40m nonstop · 22:10:00→23:45:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-28	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-29	Southwest Airlines	WN1525 / WN2806	09:00:00→10:40:00 1h 40m nonstop · 22:10:00→23:45:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-29	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-30	Southwest Airlines	WN1525 / WN2806	09:00:00→10:40:00 1h 40m nonstop · 22:10:00→23:45:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-30	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-31	Southwest Airlines	WN1525 / WN1233	09:00:00→10:40:00 1h 40m nonstop · 07:50:00→09:25:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-01-31	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-02-01	Southwest Airlines	WN1525 / WN455	09:00:00→10:40:00 1h 40m nonstop · 11:40:00→13:10:00 1h 30m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-02-01	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-02-02	Southwest Airlines	WN1525 / WN4875	09:00:00→10:40:00 1h 40m nonstop · 16:30:00→18:10:00 1h 40m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-02-02	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-02-03	Southwest Airlines	WN1525 / WN1233	09:00:00→10:40:00 1h 40m nonstop · 07:50:00→09:25:00 1h 35m nonstop	Axel-exclusive $250.00	2026-10-29T01:30:58Z
2027-01-20 → 2027-02-03	Frontier Airlines	F93046 + F92291 / F92292 + F93045	15:01:00→23:47:00 8h 46m 1 stop via ATL · 06:08:00→14:06:00 7h 58m 1 stop via ATL	Axel-exclusive $195.00	2026-10-29T01:30:58Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

Hotels in Chicago for these nights (Jan 20–21, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $73 total · 4★ Freehand Chicago, $72 total · 5★ Sofitel Chicago Magnificent Mile, $210 total
Hotels in Chicago for these nights (Jan 20–22, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $146 total · 4★ Freehand Chicago, $144 total · 5★ Sofitel Chicago Magnificent Mile, $446 total
Hotels in Chicago for these nights (Jan 20–23, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $243 total · 4★ Freehand Chicago, $222 total · 5★ Sofitel Chicago Magnificent Mile, $656 total
Hotels in Chicago for these nights (Jan 20–24, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $318 total · 4★ Freehand Chicago, $301 total · 5★ Sofitel Chicago Magnificent Mile, $1,243 total
Hotels in Chicago for these nights (Jan 20–25, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $401 total · 4★ Freehand Chicago, $372 total · 5★ Nobu Hotel Chicago, $2,001 total
Hotels in Chicago for these nights (Jan 20–26, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $476 total · 4★ Freehand Chicago, $445 total · 5★ Nobu Hotel Chicago, $2,434 total
Hotels in Chicago for these nights (Jan 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $559 total · 4★ Freehand Chicago, $518 total · 5★ Nobu Hotel Chicago, $2,862 total
Hotels in Chicago for these nights (Jan 20–28, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $634 total · 4★ Freehand Chicago, $590 total · 5★ Nobu Hotel Chicago, $3,249 total
Hotels in Chicago for these nights (Jan 20–29, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $709 total · 4★ Freehand Chicago, $662 total · 5★ Nobu Hotel Chicago, $3,621 total
Hotels in Chicago for these nights (Jan 20–30, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $793 total · 4★ Freehand Chicago, $741 total · 5★ Nobu Hotel Chicago, $4,008 total
Hotels in Chicago for these nights (Jan 20–31, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $868 total · 4★ Freehand Chicago, $819 total · 5★ Nobu Hotel Chicago, $4,384 total
Hotels in Chicago for these nights (Jan 20 – Feb 1, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $951 total · 4★ Freehand Chicago, $891 total · 5★ Nobu Hotel Chicago, $4,733 total
Hotels in Chicago for these nights (Jan 20 – Feb 2, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,040 total · 4★ Freehand Chicago, $964 total · 5★ Nobu Hotel Chicago, $5,111 total
Hotels in Chicago for these nights (Jan 20 – Feb 3, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,129 total · 4★ Freehand Chicago, $1,035 total · 5★ Nobu Hotel Chicago, $5,524 total

All hotels in Chicago

Route overview: Minneapolis to Chicago (MDW) flight deals

2027-01-20 · one way · Axel-exclusive $105.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.

2027-01-20 · one way · Axel-exclusive $135.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.

2027-01-20 → 2027-01-21 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-21 06:08:00 → MSP 2027-01-21 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-21 06:08:00 → ATL 2027-01-21 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-21 12:20:00 → MSP 2027-01-21 14:06:00.

2027-01-20 → 2027-01-21 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN2806: MDW 2027-01-21 22:10:00 → MSP 2027-01-21 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-22 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-22 06:08:00 → MSP 2027-01-22 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-22 06:08:00 → ATL 2027-01-22 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-22 12:20:00 → MSP 2027-01-22 14:06:00.

2027-01-20 → 2027-01-22 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN2806: MDW 2027-01-22 22:10:00 → MSP 2027-01-22 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-23 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-23 06:08:00 → MSP 2027-01-23 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-23 06:08:00 → ATL 2027-01-23 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-23 12:20:00 → MSP 2027-01-23 14:06:00.

2027-01-20 → 2027-01-23 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN2806: MDW 2027-01-23 22:10:00 → MSP 2027-01-23 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-24 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-24 06:08:00 → MSP 2027-01-24 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-24 06:08:00 → ATL 2027-01-24 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-24 12:20:00 → MSP 2027-01-24 14:06:00.

2027-01-20 → 2027-01-24 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN1233: MDW 2027-01-24 07:50:00 → MSP 2027-01-24 09:25:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-26 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-26 06:08:00 → MSP 2027-01-26 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-26 06:08:00 → ATL 2027-01-26 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-26 12:20:00 → MSP 2027-01-26 14:06:00.

2027-01-20 → 2027-01-26 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN4875: MDW 2027-01-26 16:30:00 → MSP 2027-01-26 18:10:00; nonstop; 100 minutes. Local airport times.

2027-01-20 → 2027-01-27 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-27 06:08:00 → MSP 2027-01-27 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-27 06:08:00 → ATL 2027-01-27 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-27 12:20:00 → MSP 2027-01-27 14:06:00.

2027-01-20 → 2027-01-27 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN1233: MDW 2027-01-27 07:50:00 → MSP 2027-01-27 09:25:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-28 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-28 06:08:00 → MSP 2027-01-28 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-28 06:08:00 → ATL 2027-01-28 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-28 12:20:00 → MSP 2027-01-28 14:06:00.

2027-01-20 → 2027-01-28 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN2806: MDW 2027-01-28 22:10:00 → MSP 2027-01-28 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-30 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-30 06:08:00 → MSP 2027-01-30 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-30 06:08:00 → ATL 2027-01-30 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-30 12:20:00 → MSP 2027-01-30 14:06:00.

2027-01-20 → 2027-01-30 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN2806: MDW 2027-01-30 22:10:00 → MSP 2027-01-30 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-31 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-01-31 06:08:00 → MSP 2027-01-31 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-01-31 06:08:00 → ATL 2027-01-31 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-01-31 12:20:00 → MSP 2027-01-31 14:06:00.

2027-01-20 → 2027-01-31 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN1233: MDW 2027-01-31 07:50:00 → MSP 2027-01-31 09:25:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-02-01 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-02-01 06:08:00 → MSP 2027-02-01 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-02-01 06:08:00 → ATL 2027-02-01 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-02-01 12:20:00 → MSP 2027-02-01 14:06:00.

2027-01-20 → 2027-02-01 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN455: MDW 2027-02-01 11:40:00 → MSP 2027-02-01 13:10:00; nonstop; 90 minutes. Local airport times.

2027-01-20 → 2027-02-03 · Axel-exclusive $195.00

Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
- F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
- F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
Frontier Airlines F92292 / F93045: MDW 2027-02-03 06:08:00 → MSP 2027-02-03 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
- F92292: MDW 2027-02-03 06:08:00 → ATL 2027-02-03 09:31:00; layover at ATL: 169 minutes.
- F93045: ATL 2027-02-03 12:20:00 → MSP 2027-02-03 14:06:00.

2027-01-20 → 2027-02-03 · Axel-exclusive $250.00

Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
Southwest Airlines WN1233: MDW 2027-02-03 07:50:00 → MSP 2027-02-03 09:25:00; nonstop; 95 minutes. Local airport times.

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This page: Minneapolis (MSP) to Chicago (MDW) · Jan 20, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
Next: each row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Minneapolis to Chicago (MDW) flight deals · Flight search guide.
Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.