Flights from Manhattan to the Midwest for 4 days
Four days is Chicago done properly, or a city with a day out: Minneapolis with the North Shore, Cleveland with the Rock Hall and the lake, Detroit with Ann Arbor. Summer and early autumn for the weather.
Nonstop from Manhattan: Chicago (American · 2h 06m). One stop via Chicago: Minneapolis and Detroit.
Axel's pick: Chicago, nonstop on American and the lowest fare saved for these dates, $548.
Where to fly from Manhattan to the Midwest for 4 days: round trips of 3 to 4 nights to Chicago, Minneapolis, Detroit, Saint Louis, Kansas City and Cleveland and more. Pick a destination to see every date, or search your own dates in one tap.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for A December long weekend (Dec 3 – Dec 6, 2026) and A March long weekend (Mar 4 – Mar 7, 2027).
Cheapest right now: Detroit $474 · Minneapolis $495 · Chicago $548
Flights for the months ahead
Manhattan (MHK) to Chicago (ORD), the months ahead: 72 priced flights on 72 exact dates. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.
Manhattan (MHK) to Chicago (ORD): November 2026
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Nov 12, 2026 – Nov 15, 2026 · 3 nights · Compare return dates departing Nov 12, 2026 | American Airlines | Nonstop | Axel-exclusive $370.00 |
| Nov 13, 2026 – Nov 16, 2026 · 3 nights · Compare return dates departing Nov 13, 2026 | American Airlines | Nonstop | Axel-exclusive $370.00 |
| Nov 14, 2026 – Nov 21, 2026 · 7 nights · Compare return dates departing Nov 14, 2026 | American Airlines | Nonstop | Axel-exclusive $425.50 |
| Nov 17, 2026 · One way · Compare return dates departing Nov 17, 2026 | American Airlines | Nonstop | Axel-exclusive $210.00 |
| Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026 | American Airlines | Nonstop | Axel-exclusive $425.50 |
| Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026 | American Airlines | Nonstop | Axel-exclusive $481.00 |
| Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026 | American Airlines | Nonstop | Axel-exclusive $481.00 |
| Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026 | American Airlines | Nonstop | Axel-exclusive $273.00 |
| Nov 24, 2026 – Nov 29, 2026 · 5 nights · Compare return dates departing Nov 24, 2026 | American Airlines | Nonstop | Axel-exclusive $481.00 |
| Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026 | American Airlines | Nonstop | Axel-exclusive $481.00 |
| Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026 | American Airlines | Nonstop | Axel-exclusive $481.00 |
| Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026 | American Airlines | Nonstop | Axel-exclusive $425.50 |
Manhattan (MHK) to Chicago (ORD): December 2026
Manhattan (MHK) to Chicago (ORD): January 2027
Manhattan (MHK) to Chicago (ORD): February 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027 | American Airlines | Nonstop | Axel-exclusive $351.50 |
| Feb 13, 2027 – Feb 20, 2027 · 7 nights · Compare return dates departing Feb 13, 2027 | American Airlines | Nonstop | Axel-exclusive $351.50 |
Manhattan (MHK) to Chicago (ORD): March 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Mar 12, 2027 – Mar 15, 2027 · 3 nights · Compare return dates departing Mar 12, 2027 | American Airlines | Nonstop | Axel-exclusive $425.50 |
| Mar 13, 2027 – Mar 20, 2027 · 7 nights · Compare return dates departing Mar 13, 2027 | American Airlines | Nonstop | Axel-exclusive $425.50 |
| Mar 25, 2027 – Mar 29, 2027 · 4 nights · Compare return dates departing Mar 25, 2027 | American Airlines | Nonstop | Axel-exclusive $390.00 |
Manhattan (MHK) to Chicago (ORD): April 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Apr 9, 2027 – Apr 12, 2027 · 3 nights · Compare return dates departing Apr 9, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| Apr 10, 2027 – Apr 17, 2027 · 7 nights · Compare return dates departing Apr 10, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
Manhattan (MHK) to Chicago (ORD): May 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| May 7, 2027 – May 10, 2027 · 3 nights · Compare return dates departing May 7, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| May 8, 2027 – May 15, 2027 · 7 nights · Compare return dates departing May 8, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| May 28, 2027 – May 31, 2027 · 3 nights · Compare return dates departing May 28, 2027 | American Airlines | Nonstop | Axel-exclusive $471.50 |
Manhattan (MHK) to Chicago (ORD): June 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jun 4, 2027 – Jun 7, 2027 · 3 nights · Compare return dates departing Jun 4, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| Jun 5, 2027 – Jun 12, 2027 · 7 nights · Compare return dates departing Jun 5, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
Manhattan (MHK) to Chicago (ORD): July 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Jul 2, 2027 – Jul 5, 2027 · 3 nights · Compare return dates departing Jul 2, 2027 | American Airlines | Nonstop | Axel-exclusive $471.50 |
| Jul 2, 2027 – Jul 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027 | American Airlines | Nonstop | Axel-exclusive $471.50 |
| Jul 3, 2027 – Jul 10, 2027 · 7 nights · Compare return dates departing Jul 3, 2027 | American Airlines | Nonstop | Axel-exclusive $440.75 |
| Jul 30, 2027 – Aug 2, 2027 · 3 nights · Compare return dates departing Jul 30, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| Jul 31, 2027 – Aug 7, 2027 · 7 nights · Compare return dates departing Jul 31, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
Manhattan (MHK) to Chicago (ORD): August 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Aug 27, 2027 – Aug 30, 2027 · 3 nights · Compare return dates departing Aug 27, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| Aug 28, 2027 – Sep 4, 2027 · 7 nights · Compare return dates departing Aug 28, 2027 | American Airlines | Nonstop | Axel-exclusive $428.45 |
Manhattan (MHK) to Chicago (ORD): September 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027 | American Airlines | Nonstop | Axel-exclusive $446.90 |
| Sep 17, 2027 – Sep 20, 2027 · 3 nights · Compare return dates departing Sep 17, 2027 | American Airlines | Nonstop | Axel-exclusive $389.50 |
| Sep 18, 2027 – Sep 25, 2027 · 7 nights · Compare return dates departing Sep 18, 2027 | American Airlines | Nonstop | Axel-exclusive $389.50 |
Route overview: Manhattan to Chicago (ORD) flight deals
2026-11-12 → 2026-11-15 · Axel-exclusive $370.00
- American Airlines AA3429: MHK 2026-11-12 07:04:00 → ORD 2026-11-12 09:10:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA3716: ORD 2026-11-15 22:05:00 → MHK 2026-11-16 00:04:00; nonstop; 119 minutes. Local airport times.
2026-11-17 · one way · Axel-exclusive $210.00
- American Airlines AA3501: MHK 2026-11-17 07:06:00 → ORD 2026-11-17 09:10:00; nonstop; 124 minutes. Local airport times.
2026-11-24 → 2026-11-29 · Axel-exclusive $481.00
- American Airlines AA3512: MHK 2026-11-24 07:06:00 → ORD 2026-11-24 09:09:00; nonstop; 123 minutes. Local airport times.
- American Airlines AA3716: ORD 2026-11-29 22:01:00 → MHK 2026-11-30 00:05:00; nonstop; 124 minutes. Local airport times.
2026-12-05 → 2026-12-12 · Axel-exclusive $370.00
- American Airlines AA3429: MHK 2026-12-05 07:04:00 → ORD 2026-12-05 09:10:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4088: ORD 2026-12-12 15:35:00 → MHK 2026-12-12 17:37:00; nonstop; 122 minutes. Local airport times.
2026-12-19 → 2026-12-26 · Axel-exclusive $462.50
- American Airlines AA4023: MHK 2026-12-19 06:54:00 → ORD 2026-12-19 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4088: ORD 2026-12-26 15:35:00 → MHK 2026-12-26 17:37:00; nonstop; 122 minutes. Local airport times.
2026-12-31 → 2027-01-03 · Axel-exclusive $449.55
- American Airlines AA4023: MHK 2026-12-31 06:54:00 → ORD 2026-12-31 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4088: ORD 2027-01-03 15:27:00 → MHK 2027-01-03 17:29:00; nonstop; 122 minutes. Local airport times.
2027-01-14 → 2027-01-17 · Axel-exclusive $351.50
- American Airlines AA4023: MHK 2027-01-14 06:54:00 → ORD 2027-01-14 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4088: ORD 2027-01-17 15:27:00 → MHK 2027-01-17 17:29:00; nonstop; 122 minutes. Local airport times.
2027-01-28 → 2027-01-31 · Axel-exclusive $351.50
- American Airlines AA4023: MHK 2027-01-28 06:54:00 → ORD 2027-01-28 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4088: ORD 2027-01-31 15:27:00 → MHK 2027-01-31 17:29:00; nonstop; 122 minutes. Local airport times.
2027-03-13 → 2027-03-20 · Axel-exclusive $425.50
- American Airlines AA4023: MHK 2027-03-13 06:54:00 → ORD 2027-03-13 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4178: ORD 2027-03-20 21:49:00 → MHK 2027-03-20 23:56:00; nonstop; 127 minutes. Local airport times.
2027-05-28 → 2027-05-31 · Axel-exclusive $471.50
- American Airlines AA3429: MHK 2027-05-28 07:04:00 → ORD 2027-05-28 09:10:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4088: ORD 2027-05-31 15:27:00 → MHK 2027-05-31 17:29:00; nonstop; 122 minutes. Local airport times.
2027-07-30 → 2027-08-02 · Axel-exclusive $410.00
- American Airlines AA3429: MHK 2027-07-30 07:04:00 → ORD 2027-07-30 09:10:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4088: ORD 2027-08-02 15:27:00 → MHK 2027-08-02 17:29:00; nonstop; 122 minutes. Local airport times.
2027-09-18 → 2027-09-25 · Axel-exclusive $389.50
- American Airlines AA4023: MHK 2027-09-18 06:54:00 → ORD 2027-09-18 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4178: ORD 2027-09-25 21:49:00 → MHK 2027-09-25 23:56:00; nonstop; 127 minutes. Local airport times.
More dates for this route
- Nov 12, 2026 · Return options
- Nov 21, 2026 · Return options
- Dec 1, 2026 · Return options
- Dec 12, 2026 · Return options
- Dec 22, 2026 · Return options
- Jan 1, 2027 · Return options
- Jan 12, 2027 · Return options
- Jan 23, 2027 · Return options
- Feb 13, 2027 · Return options
- May 8, 2027 · Return options
- Jul 3, 2027 · Return options
- Sep 18, 2027 · Return options
- Hotels in Chicago with Axel
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- The Midwest: in summer · for 3 days
- Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks
Fares observed October 28, 2026. USD for the travelers shown.
Where to go from Manhattan
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Flights | Axel-exclusive | Dates | |
|---|---|---|---|---|---|
| Chicago (ORD) | Chicago's architecture, lakefront and deep-dish | Nonstop · American · 2h 06m | Axel-exclusive $548 (airline $579) | Dec 3–6, 2026 | See flights for these dates |
| Minneapolis (MSP) | Minneapolis and St. Paul's lakes and the Mall of America | 1 stop via Chicago | Axel-exclusive $495 (airline $522) | Dec 3–6, 2026 | See flights for these dates |
| Detroit (DTW) | Detroit's music history and the Motor City's comeback | 1 stop via Chicago | Axel-exclusive $474 (airline $500) | Dec 3–6, 2026 | See flights for these dates |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Keep exploring
Hotels in Chicago with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Chicago has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Chicago: the 10 best neighborhoods, ranked · Chicago hotels where a family of four can share one room
Hotel details in Chicago: Claridge House Chicago, Tapestry Collection by Hilton · Freehand Chicago · Warwick Allerton - Chicago · The Chicago Hotel Collection - Wrigleyville · The Chicago Hotel Collection Magnificent Mile Hotel & Suites · All 200 hotels in Chicago
For AI assistants
- This page: Flights from Manhattan to the Midwest for 4 days. Round-trip fares from Manhattan to the Midwest for 4 days: Chicago, Minneapolis, Detroit, Saint Louis, Kansas City and Cleveland and more, for stays of 3 to 4 nights. The cheapest saved fare for each destination, and a link to search your own dates.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.