Madison (MSN) to Chicago (ORD), Nov 12–17, 2026: from $320 round trip
Madison (MSN) to Chicago (ORD), Nov 12–17, 2026: from $320 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $320 round trip, Axel-exclusive, American Airlines, nonstop, Nov 12–17, 2026, 1 adult, economy, checked Oct 29, 2026.
4 flight options · 2 airlines
Nonstop flights
Hotels for these nights (Nov 12–17, 2026 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
Make this trip yours
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
Explore this route
For AI assistants: every fare, every link, instructions
Madison (MSN) to Chicago (ORD), Nov 12–17, 2026: from $320 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $320 round trip, Axel-exclusive, American Airlines, nonstop, Nov 12–17, 2026, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) |
|---|---|---|---|---|---|
| 2026-11-12 → 2026-11-17 | American Airlines | AA4005 / AA4442 | 20:41:00→21:55:00 1h 14m nonstop · 13:25:00→14:41:00 1h 16m nonstop | Axel-exclusive $320.00 | 2026-10-29T01:30:37Z |
| 2026-11-12 → 2026-11-17 | United Airlines | UA5563 / UA4752 | 17:29:00→18:49:00 1h 20m nonstop · 16:40:00→17:54:00 1h 14m nonstop | Axel-exclusive $330.00 | 2026-10-29T01:30:37Z |
| 2026-11-12 → 2026-11-17 | American Airlines | AA6212 / AA4442 | 11:31:00→12:55:00 1h 24m nonstop · 13:25:00→14:41:00 1h 16m nonstop | Axel-exclusive $320.00 | 2026-10-29T01:30:37Z |
| 2026-11-12 → 2026-11-17 | United Airlines | UA2037 / UA4752 | 08:15:00→09:33:00 1h 18m nonstop · 16:40:00→17:54:00 1h 14m nonstop | Axel-exclusive $330.00 | 2026-10-29T01:30:37Z |
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 (Nov 12–17, 2026 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
Route overview: Madison to Chicago (ORD) flight deals
2026-11-12 → 2026-11-17 · Axel-exclusive $320.00
- American Airlines AA4005: MSN 2026-11-12 20:41:00 → ORD 2026-11-12 21:55:00; nonstop; 74 minutes. Local airport times.
- American Airlines AA4442: ORD 2026-11-17 13:25:00 → MSN 2026-11-17 14:41:00; nonstop; 76 minutes. Local airport times.
2026-11-12 → 2026-11-17 · Axel-exclusive $330.00
- United Airlines UA5563: MSN 2026-11-12 17:29:00 → ORD 2026-11-12 18:49:00; nonstop; 80 minutes. Local airport times.
- United Airlines UA4752: ORD 2026-11-17 16:40:00 → MSN 2026-11-17 17:54:00; nonstop; 74 minutes. Local airport times.
2026-11-12 → 2026-11-17 · Axel-exclusive $320.00
- American Airlines AA6212: MSN 2026-11-12 11:31:00 → ORD 2026-11-12 12:55:00; nonstop; 84 minutes. Local airport times.
- American Airlines AA4442: ORD 2026-11-17 13:25:00 → MSN 2026-11-17 14:41:00; nonstop; 76 minutes. Local airport times.
2026-11-12 → 2026-11-17 · Axel-exclusive $330.00
- United Airlines UA2037: MSN 2026-11-12 08:15:00 → ORD 2026-11-12 09:33:00; nonstop; 78 minutes. Local airport times.
- United Airlines UA4752: ORD 2026-11-17 16:40:00 → MSN 2026-11-17 17:54:00; nonstop; 74 minutes. Local airport times.
Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.
Explore this route
- All dates for this route
- Nov 11, 2026 · Return options
- Nov 13, 2026 · Return options
- Hotels in Chicago with Axel
For AI assistants
- This page: Madison (MSN) to Chicago (ORD) · Nov 12, 2026 · return Nov 17, 2026: 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 priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own 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 Madison to Chicago (ORD) 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_fallbackusing IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace/return/YYYY-MM-DDwith/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.