Travel with Axel,
get the best price.

Madison → Chicago

Choose your travel dates

MSN → ORD1 adulteconomy

12 flight options · 2 airlines

Round-trip flights

Fri, Nov 20 – Mon, Nov 23

American Airlines
8:41 pmMSN
1h 14m
Nonstop
9:55 pmORD
American Airlines
5:15 pmORD
1h 6m
Nonstop
6:21 pmMSN

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
5:00 amMSN
1h 13m
Nonstop
6:13 amORD
United Airlines
8:45 amORD
1h 16m
Nonstop
10:01 amMSN

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
8:41 pmMSN
1h 14m
Nonstop
9:55 pmORD
American Airlines
5:15 pmORD
1h 6m
Nonstop
6:21 pmMSN

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

American Airlines
9:43 amMSN
1h 17m
Nonstop
11:00 amORD
American Airlines
5:15 pmORD
1h 6m
Nonstop
6:21 pmMSN

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

United Airlines
3:52 pmMSN
1h 13m
Nonstop
5:05 pmORD
United Airlines
8:45 amORD
1h 16m
Nonstop
10:01 amMSN

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

American Airlines
9:43 amMSN
1h 17m
Nonstop
11:00 amORD
American Airlines
5:15 pmORD
1h 6m
Nonstop
6:21 pmMSN

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
3:52 pmMSN
1h 13m
Nonstop
5:05 pmORD
United Airlines
10:05 pmORD
1h 2m
Nonstop
11:07 pmMSN

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

United Airlines
5:00 amMSN
1h 13m
Nonstop
6:13 amORD
United Airlines
10:05 pmORD
1h 2m
Nonstop
11:07 pmMSN

Round-trip total · 1 adult · Taxes included

One-way flights

Fri, Nov 20 · One way

American Airlines
9:43 amMSN
1h 17m
Nonstop
11:00 amORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
3:52 pmMSN
1h 13m
Nonstop
5:05 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

American Airlines
8:41 pmMSN
1h 14m
Nonstop
9:55 pmORD

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

United Airlines
5:00 amMSN
1h 13m
Nonstop
6:13 amORD

One-way total · 1 adult · Taxes included

Make this trip yours

MSN ⇄ ORD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

No account needed to see prices.

Already have an account? Log in

Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, American Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

More dates

Nov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-11-20 · one wayAmerican AirlinesAA4546$185.002026-10-29T01:30:37Z
2026-11-20 · one wayUnited AirlinesUA1108$195.002026-10-29T01:30:37Z
2026-11-20 → 2026-11-23American AirlinesAA4005 / AA3346$320.002026-10-29T01:30:37Z
2026-11-20 → 2026-11-23United AirlinesUA3478 / UA3497$330.002026-10-29T01:30:37Z
2026-11-27 → 2026-12-04American AirlinesAA4005 / AA3346$352.002026-10-29T01:30:37Z
2026-11-20 · one wayAmerican AirlinesAA4005$185.002026-10-29T01:30:37Z
2026-11-20 · one wayUnited AirlinesUA3478$195.002026-10-29T01:30:37Z
2026-11-20 → 2026-11-23American AirlinesAA4546 / AA3346$320.002026-10-29T01:30:37Z
2026-11-20 → 2026-11-23United AirlinesUA1108 / UA3497$330.002026-10-29T01:30:37Z
2026-11-27 → 2026-12-04American AirlinesAA4546 / AA3346$352.002026-10-29T01:30:37Z
2026-11-27 → 2026-12-04United AirlinesUA1108 / UA1251$363.002026-10-29T01:30:37Z
2026-11-27 → 2026-12-04United AirlinesUA3478 / UA1251$363.002026-10-29T01:30:37Z

2026-11-20 · one way · $185.00

  • American Airlines AA4546: MSN 2026-11-20 09:43:00 → ORD 2026-11-20 11:00:00; nonstop; 77 minutes. Local airport times.

2026-11-20 · one way · $195.00

  • United Airlines UA1108: MSN 2026-11-20 15:52:00 → ORD 2026-11-20 17:05:00; nonstop; 73 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $320.00

  • American Airlines AA4005: MSN 2026-11-20 20:41:00 → ORD 2026-11-20 21:55:00; nonstop; 74 minutes. Local airport times.
  • American Airlines AA3346: ORD 2026-11-23 17:15:00 → MSN 2026-11-23 18:21:00; nonstop; 66 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $330.00

  • United Airlines UA3478: MSN 2026-11-20 05:00:00 → ORD 2026-11-20 06:13:00; nonstop; 73 minutes. Local airport times.
  • United Airlines UA3497: ORD 2026-11-23 08:45:00 → MSN 2026-11-23 10:01:00; nonstop; 76 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $352.00

  • American Airlines AA4005: MSN 2026-11-27 20:41:00 → ORD 2026-11-27 21:55:00; nonstop; 74 minutes. Local airport times.
  • American Airlines AA3346: ORD 2026-12-04 17:15:00 → MSN 2026-12-04 18:21:00; nonstop; 66 minutes. Local airport times.

2026-11-20 · one way · $185.00

  • American Airlines AA4005: MSN 2026-11-20 20:41:00 → ORD 2026-11-20 21:55:00; nonstop; 74 minutes. Local airport times.

2026-11-20 · one way · $195.00

  • United Airlines UA3478: MSN 2026-11-20 05:00:00 → ORD 2026-11-20 06:13:00; nonstop; 73 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $320.00

  • American Airlines AA4546: MSN 2026-11-20 09:43:00 → ORD 2026-11-20 11:00:00; nonstop; 77 minutes. Local airport times.
  • American Airlines AA3346: ORD 2026-11-23 17:15:00 → MSN 2026-11-23 18:21:00; nonstop; 66 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $330.00

  • United Airlines UA1108: MSN 2026-11-20 15:52:00 → ORD 2026-11-20 17:05:00; nonstop; 73 minutes. Local airport times.
  • United Airlines UA3497: ORD 2026-11-23 08:45:00 → MSN 2026-11-23 10:01:00; nonstop; 76 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $352.00

  • American Airlines AA4546: MSN 2026-11-27 09:43:00 → ORD 2026-11-27 11:00:00; nonstop; 77 minutes. Local airport times.
  • American Airlines AA3346: ORD 2026-12-04 17:15:00 → MSN 2026-12-04 18:21:00; nonstop; 66 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $363.00

  • United Airlines UA1108: MSN 2026-11-27 15:52:00 → ORD 2026-11-27 17:05:00; nonstop; 73 minutes. Local airport times.
  • United Airlines UA1251: ORD 2026-12-04 22:05:00 → MSN 2026-12-04 23:07:00; nonstop; 62 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $363.00

  • United Airlines UA3478: MSN 2026-11-27 05:00:00 → ORD 2026-11-27 06:13:00; nonstop; 73 minutes. Local airport times.
  • United Airlines UA1251: ORD 2026-12-04 22:05:00 → MSN 2026-12-04 23:07:00; nonstop; 62 minutes. Local airport times.

More dates for this route