Flights from Manhattan to the Midwest in summer
Summer is the Midwest's season: Chicago's lakefront and festivals, Minneapolis's lakes, Milwaukee's beer gardens, all warm and bright from June to September. Fares peak in July and August.
Nonstop from Manhattan: Chicago (American). No recent searches for Minneapolis and Detroit.
Axel's pick: Chicago, nonstop on American on 7 of the 7 departure dates searched recently, the most of any.
Where to fly from Manhattan to the Midwest in summer: saved round trips within June, July and August 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 5–14 nights, entirely within Jun, Jul, Aug.
Flights for the months ahead
Lowest published fares for the months ahead: $352 round trip, Axel-exclusive, American Airlines, nonstop, Jan 7–10, 2027; $200 one way, Axel-exclusive, American Airlines, nonstop, Jan 5, 2027; 72 priced flights on 72 exact dates, 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.
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 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 2, 2027 · One way · Compare return dates departing Feb 2, 2027 | American Airlines | Nonstop | Axel-exclusive $199.50 |
| Feb 12, 2027 – Feb 15, 2027 · 3 nights · Compare return dates departing Feb 12, 2027 | American Airlines | Nonstop | Axel-exclusive $351.50 |
| Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027 | American Airlines | Nonstop | Axel-exclusive $351.50 |
| Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027 | American Airlines | Nonstop | Axel-exclusive $351.50 |
Manhattan (MHK) to Chicago (ORD): March 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027 | American Airlines | Nonstop | Axel-exclusive $397.75 |
| Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027 | American Airlines | Nonstop | Axel-exclusive $397.75 |
| 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 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
Manhattan (MHK) to Chicago (ORD): May 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 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 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 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 6, 2027 · 4 nights · Compare return dates departing Jul 2, 2027 | American Airlines | Nonstop | Axel-exclusive $471.50 |
| Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
Manhattan (MHK) to Chicago (ORD): August 2027
| Travel dates | Airline | Stops | Total price |
|---|---|---|---|
| Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
| Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027 | American Airlines | Nonstop | Axel-exclusive $410.00 |
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 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027 | American Airlines | Nonstop | Axel-exclusive $418.20 |
| Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027 | American Airlines | Nonstop | Axel-exclusive $389.50 |
| Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027 | American Airlines | Nonstop | Axel-exclusive $399.75 |
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 13–16, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 24–29, 2026 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 22–27, 2026 · 5 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Feb 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Feb 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Mar 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Mar 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Mar 25–29, 2027 · 4 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Apr 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (May 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (May 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jun 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jun 12–19, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jul 2–6, 2027 · 4 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jul 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Jul 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Aug 6–9, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Aug 7–14, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Sep 3–6, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Sep 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Sep 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
- Hotels in Chicago for these nights (Sep 25 – Oct 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago
Route overview: Manhattan to Chicago (ORD) flight deals
2026-11-13 → 2026-11-16 · Axel-exclusive $370.00
- American Airlines AA3429: MHK 2026-11-13 07:04:00 → ORD 2026-11-13 09:10:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA3716: ORD 2026-11-16 22:05:00 → MHK 2026-11-17 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.
2027-03-19 → 2027-03-22 · Axel-exclusive $397.75
- American Airlines AA3429: MHK 2027-03-19 07:04:00 → ORD 2027-03-19 09:10:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4088: ORD 2027-03-22 15:27:00 → MHK 2027-03-22 17:29:00; nonstop; 122 minutes. Local airport times.
2027-05-15 → 2027-05-22 · Axel-exclusive $410.00
- American Airlines AA4023: MHK 2027-05-15 06:54:00 → ORD 2027-05-15 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4178: ORD 2027-05-22 21:49:00 → MHK 2027-05-22 23:56:00; nonstop; 127 minutes. Local airport times.
2027-07-10 → 2027-07-17 · Axel-exclusive $410.00
- American Airlines AA4023: MHK 2027-07-10 06:54:00 → ORD 2027-07-10 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4178: ORD 2027-07-17 21:49:00 → MHK 2027-07-17 23:56:00; nonstop; 127 minutes. Local airport times.
2027-09-25 → 2027-10-02 · Axel-exclusive $399.75
- American Airlines AA4023: MHK 2027-09-25 06:54:00 → ORD 2027-09-25 09:00:00; nonstop; 126 minutes. Local airport times.
- American Airlines AA4178: ORD 2027-10-02 21:49:00 → MHK 2027-10-02 23:56:00; nonstop; 127 minutes. Local airport times.
More dates for this route
- Nov 13, 2026 · Return options
- Nov 24, 2026 · Return options
- Dec 3, 2026 · Return options
- Dec 15, 2026 · Return options
- Dec 24, 2026 · Return options
- Jan 2, 2027 · Return options
- Jan 14, 2027 · Return options
- Jan 26, 2027 · Return options
- Feb 19, 2027 · Return options
- May 14, 2027 · Return options
- Jul 9, 2027 · Return options
- Sep 25, 2027 · Return options
- Hotels in Chicago with Axel
More trip ideas from Manhattan
- Bachelorette and bachelor party trips from Manhattan, priced for 6
- Big event trips from Manhattan: Super Bowl, Coachella, Kentucky Derby and more
- College football bowl and playoff trips from Manhattan
- Family vacations from Manhattan, priced for 4
- Flights to your cruise port from Manhattan
- Fourth of July trips from Manhattan
- Graduation trips from Manhattan
- Group trips priced for 4 from Manhattan
- Halloween trips from Manhattan: Salem, New Orleans, Horror Nights, Derry and Transylvania
- Labor Day weekend trips from Manhattan
- MLK weekend getaways from Manhattan
- New Year's Eve trips from Manhattan
- Presidents' Day weekend getaways from Manhattan
- Spring break trips from Manhattan
- Thanksgiving trips from Manhattan
- The best US cities to visit from Manhattan
- Theme park trips from Manhattan, priced for 4
- Veterans Day weekend trips from Manhattan
- Winter break trips from Manhattan
- The Midwest: for 3 days · for 4 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
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 | No matching fare saved | Jun 26 – Jul 3, 2027 (suggested) | Search these dates |
| Minneapolis (MSP) | Minneapolis and St. Paul's lakes and the Mall of America | No matching fare saved | Jun 26 – Jul 3, 2027 (suggested) | Search these dates | |
| Detroit (DTW) | Detroit's music history and the Motor City's comeback | No matching fare saved | Jun 26 – Jul 3, 2027 (suggested) | Search these dates |
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 in summer. Round-trip fares from Manhattan to the Midwest in summer: Chicago, Minneapolis, Detroit, Saint Louis, Kansas City and Cleveland and more. Saved fares for trips within June, July and August, with the cheapest 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.